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Key West Boat & Breakfast, Reef Sailing Trips, Asa Sailing Coming Soon

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Aft Stateroom, Wild Thing. Perfect for romantic getaway packages this summer.

Aft Stateroom,  Wild Thing.  Perfect for romantic getaway packages this summer. Moon Dance, 42 ft Irwin call us last minute openings July 4th hurry call today! Obsession is an economical great for a couple last minute openings for July 4th! Sailing and stay on Wild Thing. Last minute cancellations for July4th call today Plan your summer vacation now pull up the sails, stand at helm and sail with us See yourself here! Make your own package for at dock and at sea adventures. Sea faring turtles like to join us while sailing and swim beside our boats, These are working sailboats that are exciting and fun to experience. Last minute openings on two boats Memorial Day Weekend! Dolphins enjoy swimming next to our boats and will delight you and your family. Sail, snorkel, fish and pull up the sails or take the helm with our crew. Wild Thing,  44 foot Morgan.  Stay on board and enjoy a free sail to the reefs. Comfortable lounging large salon on Wild Thing. Ocean breezes 75 to 82 degress call for winter escapes this November or December Two cabins, huge salon and step down galley on Moon Dance a family favorite. Main Moon Dance Cabin features double bed and child's bed or as extra couch. Obsession's Salon  doubles as twin sleeping for 2 singles plus v birth for 2 Obsession has 9 inch lush memory foam mattress Plan your dream wedding honeymoon - lush tropical setting at reasonable rate. Stress free weddings, bouquet, bouteniere, cake and food array included. Fun for sailors of all ages. Moms and Dads bring kids for a wonderful vacation. Near by pool just buy drinks or lunch and swim free at a restaurant closeby. Ft Myers Ferry terminal next to our marina. Great connection to us in Key West Key West Sampler; stay one overnight on anchor and be a part of nature.

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Last updated: 05/24/2013
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  • Minimum stay:2-3 nights
  • Internet:Yes
  • Pets allowed:No
  • Wheel chair accessible:No

Located in Key West's Historic Seaport, your choice of 3 sailboats for your dockside lodging with a sailing adventure. Consider Our Stay and Sail Charter Package combining dockside living with sailing and a reef snorkel trip or just sail. $295.00 per night for two adults on 37' Obsession and $375.00 per night on 44' Wildthing or 42' Moondance based on double occupany, plus $25.00 per person each night for extra guests. Two nights stay at the docks includes a sunset sail or three nights stay includes a four hour sail to the reef wth snorkeling and optional fishing with all gear included.

Call for last minute openings this summer. The Key West Sampler Charter Package has become the favorite however we can design something for just a one night stay at dock or at sea.. First night stay at the dock, then noon the next day your captain and mate show up with all your meals for 24 hour adventure. Return to the dock the third day at noon after anchoring in a lagoon for the night

The Key West Sampler aboard Wildthing or Moondance are $1860 for the 3 night package. The Key West Sampler aboard Obsession is $1560.00, all three are based on double occupancy. Additional guests are $45.00 per person per night to cover food and linens.

Sailing is safe and relaxing inside a barrier reef. The choices are yours sail, fish, snorkel, beach comb or do it all then dinner prepared for you under the stars. Next morning, your crew prepares your breakfast, takes you for more exploring and a light lunch at sea. Return the third day to enjoy Key West again and get your shopping done. The Key West Sampler is our guests' favorite package.

The Key West Sampler package or the Stay and Sail Package can be adjusted to your wishes. Add friends or family for a small fee, only $45.00 per person per night. Children under 18 years old are free. Add nights at a reduced rate. Customize your stay with us.

For more adventure, let us take you on several overnights at sea at anchor with provisions, food and non alcohol beverages included while at sea with a captain and mate as your guides. Pricing based on double occupancy. One overnight at anchor on Obsession is $995.00 per night for two adults. One overnight at sea aboard either Moon Dance or Wild Thing is $1295.00 for two adults. Stay as many nights you wish at sea for a discount per night. Our customers who have gone with us to stay at sea tell us 'it's a life changing positive event' if you need testimonials we have those too.

Summer weather is best in the the Florida Keys. It was much cooler in Key West than our friends experienced last year in the northern USA states. Enjoy the Gulf breezes. A constant flow of fresh air from the Gulf stream to the Gulf of Mexico. Temperature year around is constant and mostly predictable. The water is crytal clear and the nights are dream like and magical. Cooler in Summer and warmer in Winter, just come feel for yourself what the American Carribean can be for your vacation.

The boats are walking distance Duval Street and Nightly Sunset Festival. Park your car; walk to most attractions. Many restaurants have super breakfasts, luscious lunches, wonderful dinners.

Private and custom sailing packages available for Weddings, at sea adventures, Bamamas sailing. Family friendly, romantic setting for couples anniversaries, birthdays, special occasions. Enjoy a fun, memorable alternative to land lodging. Recapture the olde Key West lifestyle, among the schooners, nearby museums, live music abound, restaurants and shopping just steps away. Unique, a vacation adventure to talk about to your friends and family at home. Enjoy islandy living!
Vacations Tropical American Caribean Style. Families & Couples or alternative couples welcome. Your packages include special sailing; you can always add more sailing time at reduced rates. Your 3 day package includes a 4 hour snorkeling & sailing trip to reefs, snorkel gear on board(a value of $585) or two day stay includes 2 hours for sunset or anytime, both have your captain and mate provided; 15-20% gratuities appreciated. If you stay at the docks and want to sail longer ask for special rates.

Normally extra per person fee is $45.00 per person per night. Homeaway and VRBO customers get special rates; $25.00 per person per night. Special rates if you stay 5 days or longer, Unpublished special custom packages available also see web site or call our office directly 305 304 4911

Our guests can design their own packages; we package up according to your wishes and budget so that you may spend up to a week at anchor and explore the old pirates routes, pretend you are diving for treasure (lately someone did just that and found jewels in the Gulf of Mexico- you never know in the Florida Keys). Let your imagination soar and be your guide. Ask to man the ship, get the feel of the wheel, experience sailing with your crew at your side, guiding you through the Atlantic or Gulf of Mexico. Pretend you are the sailboat owner. We love it when a small child wants to take the helm and feel the tug of the sails and the pull of the sailboat. Mom, Dad and Kids; hoist those sails together! Before you leave the dock, ask the crew where to buy bait if you want to fish, we have the fishing gear we have artificial bait. Introduction to Sailing lessons are free just ask to take the helm under the captain's assistance. (No bare boat allowed by insurance; we safely get you out of the harbor and teach you and share the experience of sailing). Snorkel, fish, sail and beach comb if staying overnight at uninhabited island.

Local Uninhabited Island Trips Explore Old Routes: Local island hopping while overnight on anchor, or sail all day and return to the docks - your choice. Make up your own package! If you plan to sail to the Dry Tortugas design your own custom excursions; call for details! Let us pamper you, cook and clean the boat and wait on you; and show you the islands, sleep under the stars, Keys Style! Many say one night at sea not enough. Once you are out away from it all, you will call us and say, 'I want to stay longer'! Enjoy life in the islands, barrier reef makes it safe sailing. Our staff is attentive just tell us how you want to spend your day away from it all. Flexible scheduling when ever possible too.

Ask Capt. Albert owner/operator, about learning to sail and if you plan to retire soon and own a yacht. Live aboard at the docks to learn from locals.

Every night is an arts festival at Mallory Square, live music in many open air bars and restaurants, boating, fishing, snorkeling while exploring the uninhabited islands, your best adventure is limited by your imagination. Stay at sea nearby or overseas travel to the Bahamas (ask for international conditions and rates apply

Plan your yachting Wedding and Honeymoon. Simple and easy Wedding and 2 night 3 day Honeymoon Packages; we can make it stress free for you, order a cake for intimate group of up to four to six people, flowers for bride and groom,we have a marrying captain no need for you to arrange the notary, you just come here with your sandals on and then throw yourself a small party up to six people!

Weddings: Our pricing is custom and we are much less than all of the Key West Weddings pricing for just booking on the sands of a park; we take you to an uninhabited island with a private sandy beach if you choose to honeymoon with us. Weddings start at $1595.00, basic package, you build from there! Flowers, food, notary, food tray included. For just a fraction of a cost of a traditional wedding, get married at sea, stay at anchor and still have money to shop! Dream up a package and we will help you if on a budge. Book all 3 boats for your entire family for up to six each boat. Other ideas? Want us to help - just ask! we design your special intimate stress free wedding your way.

Weddings with 2 night 3 day honeymoon start at $2945.00 www.keywestsailingadventure.com for more details or call us and tell us what you dream is. We design your wedding with your budget in mind.

We make your dreams come true at a very reasonable price. It's like sailing into the sunset movie set you have imagined.

Call anytime, 9:00 a.m. to 9:00 p.m. EST and we will be glad to answer questions and put your mind at ease if you have never been on a sailboat we can teach you how to enjoy this wonderful experience. Sailing is very enjoyable and fun experience. We will pick the best days for you according to the weather, which in Key west is most days. We work with you on your Key West time!

We take Master Card or VISA, 25% to 50% deposit holds your space. Prefer any cancellations 30 days out from your arrival.
For last minute cancellations less than 30 days, we will issue a transferrable credit voucher for use up to one year (and can extend your voucher longer with your phone call or email when you will be able to reschedule your stay.)

However we are small enough to work with you individually. During the summer, you will find our reefs unbelievably beautiful.

Want to stay seven or ten days and stay at sea or at the docks it's up to you; or do a combination of both, we offer package discounts that you design. Just tell us what you want to do.
Captain Albert, owner operator 9 am - 9 pm 305 304 4911 or wife Ronda 305 393 0604

Property Type

  • Yacht
  • 100 sq. ft.

Accommodation Type

  • Bed And Breakfast
  • Bed & Breakfast

Meals

      • Guests Provide Their Own Meals

      Suitability

      • Long-Term Renters Welcome
      • Alternative Lifestyle
      • Children Welcome

      Bedrooms

      • 2 Bedrooms, Sleeps 4
      • Main Aft Stateroom
      • 1 king
      • Bedroom 2
      • 1 double
      • Details:

        Wild Thing 44 foot Morgan King size bed bedroom one private entrance. Large enough to accommodate a portable crib for infant. Moon Dance 42 foot Irwin has double with luggage storage area or doubles as a child's twin in master suite. Obsession has private separate sleeping quarters behind captain's wheel for privacy. Economical for two couples. Both cabins have private bathroom facilities. Main aft stateroom comfortable for a couple with it's own private bathroom. A main salon serves as a living room for cooking and entertainment and doubles as an optional sleeping area. Forward offers another stateroom for two and bathroom. The yachts accommodate a party of two to four. The salon is optional for additional single adults or children....morecollapse

      Bathrooms

      • 2.0 Bathrooms
      • Main Aft Stateroom
      • toilet, combination tub/shower
      • Bathroom 2
      • toilet, combination tub/shower
      • Details:

        Master Bedroom bath has shower small tub on Wild Thing, 44 foot Morgan, large showers Moon Dance. All three boats have fore and aft cabins with private facilities....morecollapse

      Other Amenities

          • Details:

            Family friendly, gay friendly, great for executive getaways; boats are side by side, great for small family weddings. Special personal charter options welcome. Sailboat boarding and general review of how to understand basics of staying in a floating type of accommodation upon check in; guests must call ahead two weeks out then also the day before to check for weather and general last minute directions and final preparations. Historic seaport, 3 blocks from Duval St, Dockside living with sailing package included in price. Internet access nearby at coffee shop. Sandwich shop with ice cream and coffee top of the dock. Local & International sailing available, Fishing, At Sea Overnights are popular, Weddings, Sunset sails, Private use of boat at dock. We provide linens, towels, basics soap/shampoo, galley with cooking, refrigerator for beverages and quick meals. Each boat has a hair dryer and blender but call the day before you arrive along with any questions or special needs. ...morecollapse

          Entertainment

          • CD Player
          • Books
          • Radio
          • Stereo

          Theme

          • Family
          • Adventure

          Attractions

          • Marina
          • Rain Forests
          • Arboretum
          • Botanical Garden
          • Health/Beauty Spa
          • Restaurants
          • Museums
          • Cinemas
          • Synagogues
          • Coin Laundry
          • Playground
          • Library
          • Reefs
          • Bay/Sound
          • Live Theater
          • Nude Beach

          Car

              • Not Necessary

              Leisure Activities

              • Boating
              • Antiquing
              • Walking
              • Shopping
              • Bird Watching
              • Sight Seeing
              • Shelling
              • Beachcombing
              • Eco Tourism
              • Wildlife Viewing

              local services and businesses

              • Hospital
              • Massage Therapist
              • Fitness Center
              • Medical Services
              • Laundromat
              • ATM/Bank
              • Groceries

              Location Type

              • Waterfront
              • Downtown
              • Oceanfront
              • Waterfront
              • Water View

              sports and adventure activities

              • Fishing
              • Parasailing
              • Snorkeling
              • Paragliding
              • Deepsea Fishing
              • Cycling
              • Snorkeling/Diving
              • Swimming
              • Wind-Surfing
              • Basketball Court
              • Kayaking
              • Scuba Diving Or Snorkeling
              • Jet Skiing
              • Sound/Bay Fishing
              • Golf
              • Pier Fishing
              • Fly Fishing
              • Sailing

              Arrival Day

                  • Flexible

                  catering options

                      • Guests Provide Their Own Meals

                      Dining

                          • Dining Area

                          forms of payment

                              • Accept Credit Card

                              General

                              • Toilet Paper
                              • Washing Machine
                              • Clothes Dryer
                              • Garage
                              • Wireless Internet
                              • Covered Parking
                              • Air Conditioning
                              • Linens Provided
                              • Parking Off Street
                              • Sofa Bed
                              • Local Maps
                              • Parking On Street
                              • Mobile Phone
                              • Paper Towels
                              • Towels Provided

                              Kitchen

                              • Stove
                              • Refrigerator
                              • Freezer
                              • Mini Refrigerator
                              • Cooking Utensils
                              • Pantry Items
                              • Kitchenette
                              • Kitchen
                              • Oven
                              • Coffee Maker

                              Outside

                              • Deck / Patio
                              • Binoculars
                              • Beach Towels
                              • Small Cooler
                              • Walkway To Water

                              Payment Type

                              • Mastercard
                              • Visa

                              Pool / Spa

                                  • Communal Pool
                                   

                                  Reviews

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                                  • Best time ever in Key West after 40 years of visiting Key West

                                    Best time ever in Key West after 40 years of visiting Key West

                                    • Guest Mike
                                    • Date of stay 03/10/10
                                    • Review Submitted 08/08/10
                                    I am a vistor of the Keys for more than 40 years and staying with KW Sailing Adventure is the best. You get the best of everthing Key West and it´s surrounding seas have to offer. Old Town Key West, the Hemingway house, the Mel Fisher museum, the Aquarium, the arquitecture, the ambiance, Historical bars and eateries, great shopping and Maollory Docks with it´s sunset show. And this is just the beginning. You get to enjoy the real reason we come to the Keys, the ocean. You get to enjoy the true wonder of the keys on and below the sea, sleep under the stars, eat FRESH seafood with pampering second to none. I will not stay anywhere else.

                                    Recommended for: Sightseeing, adventure seekers, people with disabilities, tourists without a car, age 55+, families with teenagers, pet owners, romantic getaway, families with young children, girls getaway.

                                    Owner response: We are happy that you found us! please consider coming back with us this summer or later in the fall. November is such a nice month here and, ask about staying on our latest addition to the fleet Moon Dance, our 42 Ft. Irwin. See you someday again! Albert and Ronda

                                    Did you find this review helpful? Yes | No Helpful votes: 11/13

                                  • Five extraordinary days at sea

                                    Five extraordinary days at sea

                                    • Guest annou
                                    • Date of stay 04/13/13
                                    • Review Submitted 04/23/13
                                    Nancy and captain Mike took my family for a five-day trip around the keys on Moondance. It was a most wonderful experience, we loved every minute of it and we recommend it to everyone! The weather was great, the boat was really comfortable, and Nancy and Mike were the most attentive and kind hosts you can imagine. We saw extraordinary things both above and below the water. Dolphins and turtles often swam next to the boat and my 12-year old son caught a bonnethead shark! We put it back into the water but still! Mike not only expertly steered the boat, but helped the kids with fishing and even went snorkling with us, and we enjoyed the underwater wonderland of Sombrero Reef and Looe’s key. We saw many beautiful coloured fish, but also giant jewfish and barracudas and sharks, and even several stingrays. I’ve been snorkelling in many places around the world before, but this was the best trip ever in terms of the variety of underwater life! Nancy made abundant, excellent food, and really got to spoil every one of us with their favourites. And happy hour during sunset out on the water is quite the experience! Being out at sea for a few days really gets you away from it all and makes for a truly relaxing trip where you enjoy nature and being with your family. Thank you Mike and Nancy, you were both fabulous and we hope to do this again soon.

                                    Recommended for: Sightseeing, adventure seekers, age 55+, families with teenagers, romantic getaway, families with young children, girls getaway.

                                    Owner response: Hi Anne! Thank you so much for sharing your comments with regards to your stay! Also, we are still so very happy that you were able to have this family experiece and that you could be so close to the main land too! Coming from a world traveler makes your comments so appreciated. We will certainly let the crew know and look forward to your return. Capt. Albert and Ronda

                                    Did you find this review helpful? Yes | No Helpful votes: 0/0

                                  • Unique weekend getaway for two

                                    Unique weekend getaway for two

                                    • Guest Elizabeth S.
                                    • Date of stay 03/01/13
                                    • Review Submitted 04/01/13
                                    It was our 15th anniversary and I wanted to surprise my husband with something different. I began searching Home Away for an authentic Key West cottage that would put us close to everything. Luckily, I stumbled on this sailboat lodging/excursion option and it couldn't have been more ideal. It was a truly unique experience and felt adventurous. You got to hear the water lap against the boat at night and were walking distance to anything worth seeing in Key West. Plus staying on the boat was less restrictive and confining than stuffy hotels. On board the wild thing, an action packed pier was your hotel lobby. Al and Ronda were great to coordinate the trip and even changed the dates for us when we had a conflict with our originally booked weekend. They delivered everything promised--even a last minute sail that we wanted to go on, even though weather conditions weren't ideal. It was obvious their ultimate goal was to please us during our stay. If you've never stayed aboard a boat and are a "creature of comfort", this may not be the excursion for you. While everything you need is onboard, hot shower and facilities are closeby and pretty much required. There was a motor oil or grease smell in the hull, but it is a boat. All in all nothing about staying onboard was a real deterrent. It does require an open mind and sense of adventure. We'll definitely go back--next time when it's warm enough to go snorkeling.

                                    Owner response: Thank you for giving us your honest review and we always try to make each stay your reason for coming back. Boats can sometimes be unique in that they are outdoors; we made sure to go back through the systems and thank you for letting us know your concerns. Call us again and let us have you stay aboard Moon Dance for a change with another couple, or the family. Capt. Albert and Ronda

                                    Did you find this review helpful? Yes | No Helpful votes: 1/1

                                  • LOVE IT!

                                    LOVE IT!

                                    • Guest Barb&Kent
                                    • Date of stay 04/21/12
                                    • Review Submitted 05/24/12
                                    I thought I had already put a review here so I will do so now in case I hadn't. I cannot say anything higher about this vacation. The accommodations were excellent, the crew and owners fantastic and Key West....well, Key West is Key West.. Thank you, Albert, for helping customize our trip and for giving us Chris/Nancy as our crew. They are awesome!! Chris' knowledge of the waters and area is a lot and Nancy is beyond compare as the hostess on board. I can and do HIGHLY recommend this to anyone interested in a vacation off the beaten path. I hope to do this again. Thanks again!!

                                    Recommended for: Sightseeing, adventure seekers, tourists without a car, age 55+, families with teenagers, girls getaway.

                                    Did you find this review helpful? Yes | No Helpful votes: 0/0

                                  • The Big Picture

                                    The Big Picture

                                    • Guest Steve
                                    • Date of stay 09/17/11
                                    • Review Submitted 03/29/12
                                    My wife and I went to key west for a romantic getaway weekend. Capt. Al took us to the islands and reefs for two days and the water was like glass the second day. The food and service was good. I like the idea that he will give you all the privacy you want. Thanks Albert, We'll be back. Steve B. - Portland, Oregon

                                    Recommended for: Sightseeing, adventure seekers, age 55+, romantic getaway.

                                    Did you find this review helpful? Yes | No Helpful votes: 1/1

                                  • All good except the customer service

                                    All good except the customer service

                                    • Guest Patti D.
                                    • Date of stay 02/25/12
                                    • Review Submitted 03/23/12
                                    My cousin and I had a great time in Key West. We enjoyed staying on the "Wild Thing". The boat was fine, but the customer service was the absolute worst ever! Rhonda and Albert are great when you are booking and giving them money but they couldn't care less about you when you get there. No one greeted us at the boat even though we called when we arrived at the airport. We got to the boat by 2pm and the girl (Janelle) didn't show up until after 4:30. We had no running water, didn't know how to turn on the stove, the A/C wasnt hooked up correctly, no hot water, no coffee pot that I SPECIFICLY asked for and was promised and had no clue how anything worked on a boat. All we wanted was someone to show us. When Janelle did arrive, she spent about 5 minutes and said she turned on the A/c. Well it wasn't hooked up right so it didn't work. All evening we were without all of the above. We tried over and over again to contact the owners, we left messages on their voicemails many times. Finally at 10:30 that evening Albert called with a very sarcastic attitude. He said he will send someone over the next morning. Someone finally came and helped out but we had to figure out most things ourselves and borrow a coffee pot from the neighbor. I could go on and on about how we had no first mate for our sail which was then delayed for 2 hours and many other things. Our Captain Chris was the highlight of our stay and he found a mate named Jenny from another boat that agreed to come along and she was great too. I would definitely go back to Key West and Definitely stay on a sailboat again but would DEFINITELY NOT stay with these people. They either have no clue about customer service or they are just interested in getting your money.....and I believe it's the latter. And incase they want to deny all this....I have the voicemails and emails etc to prove I'm telling the truth. Oh and they also owned the boat next to us..."The Obsession" the people on that boat were treated the same way and had all the same complaints.

                                    Owner response: We appreciate getting this information and have been going through each item and were surprised that they would submit this to Homeaway. In truth, these guests were inconveniened. One that fell between the cracks, by our phones being down and a poor quality mate that was charged with their check-in. The phones were only down for that day, the mate has been fired for her poor handling of our clients. On the flip side we do not pick up people at the airport. It is 2 miles away and very easy to get to us. Our Insurance company said we are not covered picking up clients. You should be able to tell by the many other coments under other reviews that we are very concerned about our clients and bend over backwards for them. Happy to meet and greet our people at the dock unless it is very late then we check them in by phone. We would welcome another opportunity to make these clients happy. Capt. Albert .

                                    Did you find this review helpful? Yes | No Helpful votes: 7/7

                                  • I want to go Back!!

                                    I want to go Back!!

                                    • Guest GregToGo
                                    • Date of stay 03/01/12
                                    • Review Submitted 03/15/12
                                    What a wonderful sailing experience. The star watching, sunset and sunrise vision, was such an incredible experience that I can easily recall that moment and feel at peace. I want to go back! Ah well, in the meanwhile I will call upon the power of my mind and enjoy the memories.

                                    Recommended for: Sightseeing, adventure seekers, people with disabilities, tourists without a car, age 55+, families with teenagers, pet owners, romantic getaway, families with young children, girls getaway.

                                    Owner response: Thank you so much and of course stay in touch with us! Watch our Face Book Page, like our keywestsailingadventure spot, friend us, ask folks to share and we will make sure that you get lots of fun in the sun photos. See you maybe in the summer or later in the fall! Albert and Ronda

                                    Did you find this review helpful? Yes | No Helpful votes: 0/0

                                  • Great Staff, Great Boat, Many quality activities in one place.

                                    Great Staff, Great Boat, Many quality activities in one place.

                                    • Guest SezMel
                                    • Date of stay 09/02/11
                                    • Review Submitted 03/01/12
                                    We enjoyed our two night stay with you on Obsession and so did our friend who joined us, Margaret! Being a small owner/operator of a pest control business, I rarely get time to get away and this was such a treat, especially with the flexible scheduling on our sunset sail. Being from Milwaukee I enjoy living in Tampa and never got the chance all these years to come to Key West and now I can say that's one for the bucket list! Great time with your staff who are very accommodating! This outfit knows the local area and they shared some great "secrets" with us. We hope to make this an annual event if work allows again!

                                    Recommended for: Sightseeing, adventure seekers, people with disabilities, tourists without a car, age 55+, families with teenagers, pet owners, romantic getaway, families with young children, girls getaway.

                                    Owner response: We are saving a spot for you! And, it could be that you are interested in looking at our latest addition to our boats, Moon Dance, 42 ft. Irwin. Do keep in touch and please friend and like us on facebook.com/keywestsailingadventure share the love of sailing with anyone. Thank you for the high praises, and we look forward to your return. Capt. Albert

                                    Did you find this review helpful? Yes | No Helpful votes: 0/0

                                  • Best Accommodations In Key West !!!

                                    Best Accommodations In Key West !!!

                                    • Guest Kathleen and Richard
                                    • Date of stay 03/27/11
                                    • Review Submitted 02/29/12
                                    My husband and I stayed on the Obsession for two nights. The boat was clean and quite comfortable. A storm came up and we were not able to take the original sail we had planned. The captain and his mates worked with us to make sure we got our sail in. The sail was fantastic !!! I have difficulty walking. Albert and his mates helped us with anything we needed to accommodate my needs. The marina area is close to many activities and the pool, oh my the pool was heavenly!! The evening hours were quiet so sleep was not a problem. We would recommend a stay on either boat. Albert and his wife were absolutely wonderful to work with and went above and beyond the call of duty to make our stay the best we have had in Key West. We have been going to Key West for many years and this is by far the absolute best accommodations we have had. Thank you Captain Albert and crew!!!

                                    Recommended for: Sightseeing, adventure seekers, people with disabilities, tourists without a car, age 55+, families with teenagers, pet owners, romantic getaway, families with young children, girls getaway.

                                    Did you find this review helpful? Yes | No Helpful votes: 0/0

                                  • Had a BLAST with Key West Sailing Adventure!

                                    Had a BLAST with Key West Sailing Adventure!

                                    • Guest Cheryl
                                    • Date of stay 12/15/11
                                    • Review Submitted 01/04/12
                                    Thank you Albert for customizing our five day stay with Key West Sailing Adventure! You were right; converting one night for an overnight was really a fun choice! Being at anchor along with the extra sunset, and a half day gave us a lot more to our "adventure" and we came back to Michigan with wonderful memories!

                                    Recommended for: Sightseeing, adventure seekers, people with disabilities, tourists without a car, age 55+, families with teenagers, romantic getaway, girls getaway.

                                    Did you find this review helpful? Yes | No Helpful votes: 0/0

                                   
                                  Rental basis: Per property
                                  Rental rates quoted in: US Dollars
                                  Dates Nightly Wknd Night Weekend Weekly Monthly * Event
                                  Base Rate
                                  2 night min stay
                                  $375
                                  Spring Break High Season
                                  Feb 14 - Jun 1
                                  3 night min stay
                                  $375
                                  Summer 2013 Kids Stay Free
                                  Jun 2 - Oct 15
                                  2 night min stay
                                  $320
                                  Key West Fantasy Festival
                                  Oct 19 - Oct 28, 2013
                                  9 night min stay

                                  $4250
                                  flat fee

                                  Additional information about rental rates

                                  This is an outdoor experience on a boat and is unique and can be very enjoyable. Our crew are experienced and know the waters and stay with you the entire time you are on your sailing excursion part of your charter and willing to answer questions about wild life or the sea, sailing just ask. If you enjoy skiing, camping, fishing, swimming and snorkeling you will most likely enjoy sailing.

                                  Make 25-50% down will hold most charters two months or more out of the arrival date. Balance within two weeks of arrival. Cancellation policy as on web site. Ask for transferable "rain checks" or transferrable vouchers good for a year. We can reschedule you as needed. Weather is mild most all of the year.


                                  Additional Fees and Taxes:

                                  Rates are posted for stay/sail and at sea adventure charters. Charters by definition are not taxed. Please tip crew 15-20% for sailing time. Obsession $295/night and Moon Dance or Wild Thing 375/night double occupancy. $25.00 per extra adult per night, kids under 18 always free. Check unpublished specials all year. Five night minimum Fantasy Fest or holidays. Call for last minute openings.


                                  This owner accepts: Credit cards.
                                  Call the owner directly to confirm reservation details and pay with an approved method (credit card, check, or bank transfer), to protect your payment up to $1,000.

                                   

                                  Calendar

                                  Last updated: 05/24/2013
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                                  Location

                                   

                                  Owner info

                                  Year Purchased: 1995

                                  About the owner: Captain Albert Tropea, Jr Once worked with Proctor and Gamble families and the Helene Curtis Company as personal sailing captain. While working in Key Largo with a maintenance company taking care of all hospitality related needs from the homes, to designing landscapes, maintaining yachts, Captain Albert realized that the missing component in vacations in the Florida Keys was the boatel or boat and breakfast style of adventure vacations. Captain Albert decided to bring the experiences he had with the very wealthy to the hard working families who longed for the sailing experience with their spouses, friends or families. Captain Albert has sailed all over the world from being a Everglades then Bahamas Guide,to sailing the Greek Islands and a number of foreign countries. Let Captain Albert or his hand picked captains and trained mates show you the wonders of what makes the area around the Florida Keys so unique. Our captains know many places that the big 40 plus person boats cannot get to and do not know about. Sail with a crew attending your needs, feel free to be involved with sailing or lifting the sails. It is the goal of the Company to have you experience direct contact with the wind, the sails and the sea with confidence if you one day want to buy your own boat. Feel like you own the boat by telling our crew what you wish to have for an experience whether it is more swim/snorkeling, fishing, sailing.

                                  Why the Owner Chose Private Homes, Historic Seaport:
                                  Key West boasts over three million visitors a year and for good reason. All year round the temperatures are milder than anywhere else even in the summer. Winter is non existent; come down and thaw out with us for your winter retreat. There are only a few days in January where the chill in the air will be down to a low of 45 for night time temperatures, high of 65 only a few days in January the rest of the year is spring like temperatures. Even the summers the highs are rarely above 92 degrees and nights and ocean breezes keep it mild at nights. Bring your summer dream weddings and honeymoon plans to us and we help you design a special memory. Key Wes is second only to Las Vegas for easy relaxed weddings in a variety of settings especially on board your own sailing vessel, married next to a famous Key West Sunset. Since it takes from 17-25 yuears to get one of the coveted Key West Bight docks, we just recently added a third boat after waiting almost 20 years. It is well worth the wait, with a short three block stroll to Mallory Square nightly art festival and the famous bars and restaurants along the Duval Street district. There are museums and other attractions close by and the Ft. Meyers Ferry Boat is just a few yards from our E Dock behind the Wyland Murial at 201 William. The Historic Seaport has shopping along the board walk with many restaurants to choose from. Still funky and fun, Schooner Wharf Bar, Turtel Kraals and many old local's favorites still there after many years with live music all the time. Dantes Restaurant near the Ferry boat has live music, outdoor dining and you are welcome to use the pool when you purchase your lunch or drinks with them. So much to do and see, park your car and bike or walk almost everywhere. Or take a taxi from the airport, there is no need for a car. .

                                  The Unique Benefits at this Bed And Breakfast:
                                  Unique benefits to staying aboard a sailing vessel is to enjoy the life like it once was in the historic seaport once known for fishing, conch farming and shrimp or lobster fishermen. Feel like you own the boat you stay aboard and then go sailing for your stay/sail charter or choose to take off completely away from it all for as many days you wish to charter with meals and crew providing everything you need. It's your dream, why not live it out this time? You can stay in a hotel or bed and breakfast room anywhere any time; have it all old Key West style and feel like an explorer with family and friends or that significant other. Weather is usually mild no matter what time of the year. Sailing with our crew is safe, learn a few sailing tips, see wild life like dolphins, fish and sea turtles in their natural habitat. Relaxed style of vacationing, pack light, sandals, shorts and swim wear and a few t shirts; bring a light jacket and a pair of casual long pants for nights or when at sea. Bring a pair of good walking shoes, no need to bring heels as you will want to explore and walk as much as you feel comfortable to see the nuances of Key West. While at sea, we provide snorkel gear and fishing gear, no need to pack these items. When you take the helm once the captain gets you safely out of the harbor and sets a course, the feeling of adventure will sweep you away. Low tech environment, great for families to take a break from electronics even if for one day, there is so much to see at sea! When you watch that sail unfurl, the feeling of exhilaration is exciting and deeply satisfying that you are actually living a lifestyle vacation.


                                  Contact us

                                  • Primary: +011 305 304 4911 any time
                                  • Secondary: +011 305 304 4911 any time
                                  • Fax: +011 305 517 6386 any time

                                  Links to more information:

                                   

                                  Photos

                                  • Aft Stateroom,  Wild Thing.  Perfect for romantic getaway packages this summer.

                                    Aft Stateroom, Wild Thing. Perfect for romantic getaway packages this summer.

                                  • Obsession is an economical great for a couple last minute openings for July 4th!

                                    Obsession is an economical great for a couple last minute openings for July 4th!

                                  • Plan your summer vacation now pull up the sails, stand at helm and sail with us

                                    Plan your summer vacation now pull up the sails, stand at helm and sail with us

                                  • Sea faring turtles like to join us while sailing and swim beside our boats,

                                    Sea faring turtles like to join us while sailing and swim beside our boats,

                                  • Last minute openings on two boats Memorial Day Weekend!

                                    Last minute openings on two boats Memorial Day Weekend!

                                  • Sail, snorkel, fish and pull up the sails or take the helm with our crew.

                                    Sail, snorkel, fish and pull up the sails or take the helm with our crew.

                                  • Comfortable lounging large salon on Wild Thing.

                                    Comfortable lounging large salon on Wild Thing.

                                  • Two cabins, huge salon and step down galley on Moon Dance a family favorite.

                                    Two cabins, huge salon and step down galley on Moon Dance a family favorite.

                                  • Obsession's Salon  doubles as twin sleeping for 2 singles plus v birth for 2

                                    Obsession's Salon doubles as twin sleeping for 2 singles plus v birth for 2

                                  • Plan your dream wedding honeymoon - lush tropical setting at reasonable rate.

                                    Plan your dream wedding honeymoon - lush tropical setting at reasonable rate.

                                  • Fun for sailors of all ages. Moms and Dads bring kids for a wonderful vacation.

                                    Fun for sailors of all ages. Moms and Dads bring kids for a wonderful vacation.

                                  • Ft Myers Ferry terminal next to our marina. Great connection to us in Key West

                                    Ft Myers Ferry terminal next to our marina. Great connection to us in Key West

                                  • Moon Dance, 42 ft Irwin call us last minute openings July 4th hurry call today!

                                    Moon Dance, 42 ft Irwin call us last minute openings July 4th hurry call today!

                                  • Sailing and stay on Wild Thing. Last minute cancellations for July4th call today

                                    Sailing and stay on Wild Thing. Last minute cancellations for July4th call today

                                  • See yourself here! Make your own package for at dock and at sea adventures.

                                    See yourself here! Make your own package for at dock and at sea adventures.

                                  • These are working sailboats that are exciting and fun to experience.

                                    These are working sailboats that are exciting and fun to experience.

                                  • Dolphins enjoy swimming next to our boats and will delight you and your family.

                                    Dolphins enjoy swimming next to our boats and will delight you and your family.

                                  • Wild Thing,  44 foot Morgan.  Stay on board and enjoy a free sail to the reefs.

                                    Wild Thing, 44 foot Morgan. Stay on board and enjoy a free sail to the reefs.

                                  • Ocean breezes 75 to 82 degress call for winter escapes this November or December

                                    Ocean breezes 75 to 82 degress call for winter escapes this November or December

                                  • Main Moon Dance Cabin features double bed and child's bed or as extra couch.

                                    Main Moon Dance Cabin features double bed and child's bed or as extra couch.

                                  • Obsession has 9 inch lush memory foam mattress

                                    Obsession has 9 inch lush memory foam mattress

                                  • Stress free weddings, bouquet, bouteniere, cake and food array included.

                                    Stress free weddings, bouquet, bouteniere, cake and food array included.

                                  • Near by pool just buy drinks or lunch and swim free at a restaurant closeby.

                                    Near by pool just buy drinks or lunch and swim free at a restaurant closeby.

                                  • Key West Sampler; stay one overnight on anchor and be a part of nature.

                                    Key West Sampler; stay one overnight on anchor and be a part of nature.

                                  $320 - $375 per night (USD)
                                  19

                                  2 Bedroom / 2 Bathroom
                                  Sleeps 4


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