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Downtown Historic Key West Marina, No hidden fees, includes cleaning, set up linens and towels, charter fuel, basic charter crew (tips appreciated). Sailboat Stay and Sail Charters, stay at docks 3 or more nights and get a free 4 hr charter licensed captain and first mate a value of $585.00. Openings in late February and March call for specifics! 305-304-4911. Check our location on GOOGLE MAPS 201 William Street, Key West, FL 33040 Three night minimum stay on remaining days in March preferred. Check for open days.
Our boats are docked on the island of of Key West The Historic Key West Seaport, not the annexed islands where you must take a taxi $30 each day; be informed where your boats are when booking anywhere in the islands of Florida Keys. Make sure you know what your surroundings are! Is it where the fun is like us?
Now celebrating our 20th year in business!
Average stay/sail charters aboard 42 or 44 ft boats $475.00 per night two adults, $45 for each extra person up to six people at dock, all meals on your own, 2 or 4 hr sailing included (gratuities appreciated only on sailing portion). Limited economical rate availability @ $375 for two adults aboard 37 foot boat.
Comfortable 72- 84 degrees days 55- 67 degrees at nights.
Openings last minute 6-13th & all boats open 20-27 March
3/28-31st 2 open sailboats. 4/23-30 all open
When at the docks meals on your own and then take off sailing with your own custom charter sailing package.
The Key West Sampler aboard Wild thing 44 ft. Morgan or Moon dance 42 ft Irwin $1860 for the 3 night package for two people. Our customer's favorite charter package! Towels, linens, cleaning, food & beverage on 24 hrs sailing included, tips extra.
Additional adults are $300 per person for 3 day stay to cover cleaning, towels/linens and all meals, provisions. (special rates families).
Enjoy best value charter;
1st night check in 1-3 pm arrive at the dock meals on your own sight seeing and shopping nearby, includes towels, linens and beds made
2nd day (or 3rd day)-noon captain and mate show up with all provisions food and beverage for a 24 hour adventure. BYOB alcohol on your own. Swim, sail and snorkel; Custom made by your crew - Dinner under the stars, sleep under the night sky, wake up and first mate serves you breakfast away from it all, after a relaxing night on the anchor.
3rd day; Sail back to dock at noon after sailing, swimming, snorkeling, fishing, kayaking. Third night back at the dock meals are on your own.
Option to leave docks any day on charter
Partake of some of the best restaurants just a stroll from the sailboats. We recommend our larger boats for teens or second couple's comfort when more than two adults and two small children. Please remember to tip captain and mate.
While on the Key West Sampler 3 night 4 day special charter - Optional; Add sailing time instead of returning at noon ask for four more hours sailing with your crew, only $450 for the afternoon sailing leisurely back. Call 1-888-fish flo for temporary fishing licenses for Florida. We are licensed for charters and fisheries. You are responsible for personal licenses.
Key West Sampler PLUS night/day 24 hrs with meals @ $1,100/ second night at sea for two adults and two small children.
(option to add 4 hours more sailing also to this package $450 arrive at 4-5 pm instead of noon at docks).
Sailing Charter Excursions away from docks all meals included start at $1,295.00 on Wild Thing or Moon Dance for 24 hours. Each 24 hour trip at sea add $150 per person over 14. Call for child's rate. Limited availability for economy excursion rates on Obsession prefer only two adults. Captain and Mate go with you! Tips are appreciated.
Enjoy all the fun 3 blocks away from downtown Key West then take a break for the natural environment away from it all and go out to the uninhabited islands on an Excursion 24 hours (unlimited days at sea upon availability with food and beverage with crew Key West Sampler Special Customized Charters.)
Our boats are five minutes stroll to downtown to Sunset Festival. Three boats to choose from or book all three for group, between famous Schooner Wharf Bar and Turtle Kraals Restaurant. Our location put you in the middle of authentic Key West's experience and yet is quiet below deck.
Enjoy Snorkeling? Want to see Dolphins? Dive a wreck? Fish? We have kayak for island touring. Add to your sailing time at a discount four, six or more hours. Choose from barrier reefs either Atlantic or Gulf side; you have choices with our location being ideal. Perfect for families or couples.
Be on island of Key West, choice of 3 boats. See a living reef, more options than a patch reef. Call us first see why we are the best! Often imitated seldom duplicated! Design your own charter with our guidance and recommendations.
24 hours every day, security guard on duty for your peace of mind. Our clean marina location is a Sail and Stay Aboard Charter at a historic seaport with nearby attractions to enjoy.
Planning a wedding dreaming of sailing into the sunset? The Basic two -hour sunset weddings simple, easy, beautiful. See our Facebook page for pictures of recent wedding! Florida allows Lesbian and Gay couples now to marry!
Tropical Dreams Weddings into a two hour sunset wedding $1595.00, basic package. Flowers, food, notary, food tray included. For just a fraction of a cost of on land wedding, get married at sea with pictures too!
Wedding with honeymoon, $2,945.00 2 night 3 day honeymoon away from dock or stay as many days on special rates. Florida now allows gay and lesbian weddings legally with reverend and witnesses included.
Avoid high daily Taxi fees! stay in our marina and bicycle or walk to downtown Key West for all the shopping, live music or shows, museums, galleries, famous bars. See us on GOOGLE MAPS: 201 William Street, Historic Seaport, Downtown Key West, FL 33040.
Take the helm with a captain at your side and consider an introduction to sailing or ask questions about owning your own retirement boat someday. Real experience and authentically experienced sailors since 1995 from the island of Key West. Sail and stay with us for all the choices according to the weather and your wishes. Choose the Gulf of Mexico or cruise the Atlantic!
Custom charters available for any occasion, weddings, anniversaries, birthdays.
Choose from 3 charter boats, side by side bring the whole office or extended family for the holidays; just minutes from everything you come to Key West for.
Call with 50% down VISA or Master Card or Discover now accepted.
Breakfast or lunch locals' favorites two coffee houses and one with wi fi Coffee Plantation a short five minutes stroll. Museums walking distance. The Cuban Coffee Queen is near the docks, locals' favorite spots, Harpoon Harry's or Pepe's for award winning breakfast or lunch. Dantes Restaurant has excellent salads, huge sandwiches and excellent cocktails, plus swimming pool with food and beverage purchase, north of the boats, in beautiful old town Key West.
Pack light, if possible soft bags only or smaller baggage please.
Minimum five nights all holidays according to specific availability and dates. Call and ask for limitations or last minute availability.
15-20% gratuity for sailing appreciated.
Enjoy the old Key West lifestyle at the docks and see downtown attractions and fun and still get out to the uninhabited islands to see the sea and beautiful colors.
Check in time is 3:00 p.m. preferred with first mate, or by phone to owner if arriving later in the evening or with mate after 5pm $20.00 late check in fee may apply paid directly to your first mate. Check out is 11 am.
Your captain and mate take you to wonderful places inside barrier reef, cook, clean and act as eco tourism guides.
Florida Keys Lifestyle at a reasonable price in prime locale a piece of Old Town Key West history. Escape high tech environment or walk to nearby coffee house easy walk a block away to use a computer or safe and quick wi-fi access. (Marina has limited access and is slower wi -fi) Coming soon our private wi-fi.
Enjoy memorable option to land lodging. Recapture the Key West lifestyle, among the schooners, nearby museums, live music, restaurants and shopping- all you want to do, is just steps away. Families, Couples or LBGT couples welcome. We work with your budget so that you may spend up to a week at anchor and explore the old pirates routes, imagine that you are diving for treasure. Ask to take the helm, pull up sails with the crew, get the feel of the wheel, experience sailing with your crew at your side, guiding you in the Atlantic or Gulf of Mexico. Before you leave the dock, ask the crew to help fit you with our snorkeling gear and where to buy bait if you plan to fish, we have the fishing gear (option to bring your own gear). Call 1-888-fishflo for your temporary Florida Fishing License. Kayak available too.
Our experienced confident staff is attentive and safety minded, share how you want to cruise safely we go beyond the Patch Reefs! We take you to Barrier Reefs.
Call us 9:00 a.m. to 9:00 p.m. EST and we will be glad to answer questions about this is a very unique option to hotels.
Master Card, Discover or VISA, 50% deposit holds your space; This is a sailboat and bed charter package- you are free to add or adapt.
Last minute change of weather or any emergency cancellations receive a transferable credit voucher for open end date no increase in price.
Enjoy Florida Keys Sailing with us! Before staying on a charter boat, ask family or partner to ask us questions about staying on board and let us help you plan your stay.
Enjoy camping, RV's, sports on the water, this is for you. AC is at the docks. Also DC for trips and optional to use generators for excursions.
Captain Albert, owner 9 am - 9 pm Fl KEYS USA 1-305-304-4911 Live like a local play like a millionaire!
Downtown Key West is literally a stone's through from our E Docks at 201 William Street, Key West, FL. 33040 All the plays, drag shows, open air bars including Sloppy Joes, art museums, shopping....moreless
Historic Seaport, E Docks behind the building painted like a reef blue with fish. Just three blocks to walk to the famous Duval. Enjoy the lifestyle as if you are the owner in a 3 side marina...moreless
Enjoy being a part of the real downtown Key West or swim in a pool, or nearby Ft. Zachery Taylor for a day at the beach with a cute restaurant outdoors, picnic tables under pines with various rentals....moreless
|Dates||Nightly||Weekend Night||Weekly||Monthly *||Event|
Spring Break Feb-April
Feb 8 - Apr 30, 2015
3 night min stay
Rates are based on 2 guests; add $45 per night, per additional guest
My Standard Rate
2 night min stay
Rates are based on 2 guests; add $45 per night, per additional guest
Additional information about rental rates
This is an outdoor experience on a boat and weather can factor when sailing is scheduled. A half day 4 hr sail worth $585.00 is included in stay/sail packages. Our crew are experienced and know the waters stay with you on your sailing part of your charter. If you enjoy skiing, camping, fishing, kayaking, swimming and snorkeling, you will enjoy sailing. After booking you may add more sailing.
Policy available by contacting owner when booking.
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Car: Not Necessary
Located in a Historic Seaport, only three blocks stroll to downtown Key West is the Southernmost City located 90 miles from Cuba. 120 miles from the Bahamas, 200 miles from Mexico. Live old style Key West three sailboats are docked in an alcove slip close to everything; music, shopping, restaurants, museums, nightly sunset/arts festival. You can walk to the famous Duval Street just three blocks from downtown. Look on Google Maps when you are choosing your charter; select our historic seaport with marina right in the middle of all the fun, color and culture of the real Old Town Key West.
Know before you book with anyone if you are staying far away from the downtown Key West that you make sure and look at Google Maps, see if you are one the annexed 'stock island' a connecting bridge and more than 20 minutes from downtown Key West Proper. Get into the spirit of what locals' lifestyle is and rent a bike and peddle about to every museum and famous Key West attraction. Or you can walk to many sites when you stay on our E Docks right on the Gulf Of Mexico side. See our location on Google Maps at 201 William Street, E Docks 10-11-12, Historic Seaport, Key West, FL 33040. Every type of restaurant steps away any flavors any time of the day from hot breakfasts, great lunch spots and class act outdoor style dining at many dinner favorites. Car not necessary, bicycles all you need or quick taxi. Try our 'boatel' style in Key West at the dock or We will be glad to sail you to any nearby uninhabited islands or small countries nearby! Key West has the American-Caribbean flavor . Romantic, unique, Key West style; Great pool a short stroll away, buy lunch or drinks and swim free. Snorkel gear or fishing gear provided for your sunset or half day at sea. Ask out our Key West Sampler; 1st night at the docks, Stay 2nd night at sea; return 3rd night to relax at the docks. Plan your honeymoon and wedding with our boats. Custom packages available. Your dream wedding or restate your vows maybe bring the family or friends to pull up the sails, drive the boat with the captain at the helm to guide you. Fishing and snorkeling gear provided just pack light swim suits, shorts, t shirts and flip flops bring a light jacket for cool evenings this summer, as we are cooler than everyone else in the country with ocean breezes. Keep your baggage the soft backpack variety for easy storage on the boat and live like a local, the island life style. These are working boats, you will stay at the docks or at sea, and there are working engines with the heads and holding tanks similar to an RV but more fun and more action than a hotel or inn.
Ask us about day trips on our Anna Capri speed boat launching Spring - Summer 2014 to be included in your sailing stay or sailing excursion packages.
Other Activities: nearby and downtown shopping, all the major companies with other water activities all near the boats from kayaking, boating, parasailing, health/beauty spa all on the island easy to get to.
Golf: Key West Golf Club located on Stock Island. Call them for pricing.
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. You are the one in charge as if you own the sailboat.
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. 'Gonna go where the sun keeps shining, through the pouring rain' was a line from the song written about Key West! 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 to 25 years 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 at historic seaport after many years with live music all the time. 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 like many pools in town. So much to do and see, park your car and bike or walk almost everywhere. Or take a taxi from the airport. Enjoy a simpler life Key West living.
The Unique Benefits at this Bed And Breakfast:
Unique benefits to staying aboard a sailing vessel is to enjoy the life the way 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 aboard and 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 24 hours, we provide meals and non alcohol drinks of course, with 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! Earn a 2 hour sunset sail for 2 nights stay at the docks for example. When you watch the sails unfurl, the feeling of exhilaration is exciting and deeply satisfying while living a lifestyle vacation for your special Key West vacation. The weather is usually ideal whether the weather is cold or hot where you are, it is perfect most days in Key West. Call and customize your special destination vacation.
Moon Dance is a big boat for long weekend or spring break for families.
Moon Dance is roomy and welcoming in the big salon. Step down into a galley.
Two beds and a private bathroom for the kids in one cabin and private bathroom.
Enjoy wild life with sea turtles and dolphins, fish at the reefs up close. Bird watch ecotourisum. Ocean breezes keeps our summer mild 85-92 degrees. Swim reefs almost anytime.
Sumptuous beautiful Wild Thing 44 ft. Morgan Salon guest cabin v birth and bath.
On Board toilets and showers or use the private owners on land facilities.
Ft. Meyers Ferry terminal to Key West. Great connection just a few steps away.
First mate Brenda will take you to explore uninhabited islands 24 hrs excursion.
Obsession economical and cozy for two adults, redecorated varnished.
Obsession has smaller double v birth for young couple or young children.
Second Salon Couch perfect for a child or single teen.
Obsession also has a reach in refrigerator and also a freezer you may stock up.
Moon Dance recently renovated big and roomy great family boat or for two couples
Big v birth posturpedic master cabin bed and private bath on 42 ft. Moon Dance
Picture yourself HERE with us this winter in 75-80 degrees call today.
Wild Thing 44 ft. Morgan has lots of deck room for fun in the sun with hardtop.
Pedestal California King, beautifully appointed teak warmly surrounds you.
We can take you to the dolphin playground and see dolphins up close!
Sail, snorkel, fish and pull up sails, dive a wreck, see dolphins, use kayak.
Excursions at anchor dinner under the stars on Key West Sampler 3 day package
Obsession is economical for one couple or small family.
Comfortable main cabin for a couple has 9 inch memory foam private and cozy.
Port side salon with a couch for single teen child to sleep.
Galley on board Obsession has two sinks and a gas stove.
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This listing was first published here in 2008.
Date last modified - Thursday, February 26, 2015
+1 305 304 4911
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