House boat
Luxurious 40' Sailing Yacht located in a beautiful resort! VRBO NEW OFFER!
Photo gallery for Luxurious 40' Sailing Yacht located in a beautiful resort! VRBO NEW OFFER!





Reviews
10 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 8
Popular amenities
Explore the area
Key West, FL
- Place, Robbie's12 min walk
- Place, Key West Golf Club15 min walk
- Place, Key West Tropical Forest and Botanical Garden18 min walk
- Airport, Key West, FL (EYW-Key West Intl.)6 min drive
Rooms & beds
3 bedrooms (sleeps 8)
Bedroom 1
1 Queen Bed
Bedroom 2
1 Queen Bed
Bedroom 3
1 Double Bed
Living Room 1
1 Double Bed
2 bathrooms
Bathroom 1
Toilet · Shower only
Bathroom 2
Toilet · Shower only
Spaces
Deck or patio
Kitchen
About this property
Luxurious 40' Sailing Yacht located in a beautiful resort! VRBO NEW OFFER!
You and your guests will have exclusive use of this 40ft yacht all to yourselves. The yacht stays docked, the entire reservation, at the Perry Hotel, which invites you to complimentary use of two stunning waterfront swimming pools, live music, three restaurants, complimentary shuttle service, & more. You and your guests can come and go on the yacht anytime, day or night.
Due to local regulations, it is required that you choose at least one of the following options during your reservation: a two-hour sunset sail, a four-hour excursion, an eight-hour excursion, a ten-hour excursion, or a 24-hour excursion.
- 2-hour excursion: $900+tax & gratuity (sunset cruise only)
- 4-hour excursion: $1450+tax & gratuity
- 8-hour excursion: $1950+tax & gratuity
- 10-hour excursion: $2200+tax & gratuity
- 24-hour excursion: $2500+tax & gratuity
The prices listed above are per excursion and not per person. The cost of the excursions must be paid directly to our company at the time of booking. The prices listed above include the captain's fee and fuel, however, does not include gratuity.
These excursions are highly recommended by our previous guests and are sure to provide you with a memorable experience. During these outings, you'll have the opportunity to learn how to navigate the yacht, snorkel around the coral reef, fish from the yacht, spot dolphins and sea turtles, and much more. Our 24-hour charter is particularly popular as it combines the activities of a day excursion with the unique experience of spending a night anchored on the ocean with a limit of 6 total guests. If you are staying for more than two nights, you can even enjoy multiple excursions during your reservation period.
Just imagine sleeping under the stars with no neighbors next to, above, or below you like in a hotel room. You can spend your days and nights fishing from the boat, relax on the deck while listening to the sounds of tropical fish jumping in the water, and experience the thrill of being away from the marina, anchored on the ocean. If you're seeking an adventurous and extraordinary vacation surrounded by breathtaking ocean views, wildlife, and fish, this is the perfect choice for you. You might never want to return to land again!
The weather in this area is ideal throughout the year for activities such as snorkeling, fishing, lobster catching (seasonal), kayaking, paddleboarding, learning to sail, scuba diving, or simply enjoying a relaxing sunset cruise.
In addition to our excursions, we provide an exceptional concierge service that brings luxury directly to you. For an additional cost, our offerings include VIP packages, chef services, catering, provisioning, limo service, golf cart rentals, sporting goods rentals, and much more.
The Perry Hotel is a pristine resort located in the heart of a turquoise paradise with crystal-clear waters. Your stay at the hotel includes access to two waterfront swimming pools, live music performances, a fitness room, three restaurants, retail shops, marina showers, laundry facilities, and more. The Perry Hotel also offers complimentary shuttle service to and from downtown Key West, which is conveniently located nearby. Additionally, the resort is in close proximity to retail shops, grocery stores, restaurants, and various attractions.
This yacht is one of a kind with its three-stateroom layout. The entire starboard side is a master suite with a private shower and a small desk area. The two other staterooms are separated by a bathroom with shower. One has a double bed, the other a queen.
If you're interested in a bareboat charter to the Dry Tortugas, please note that a minimum of five nights is required. In addition to the payment made through VRBO, you would need to purchase three 24-hour excursions, allowing you to spend one night at the Dry Tortugas. On your way to and from the destination, you would also stay at the Marquesas Islands, which are located halfway. This charter is truly a once-in-a-lifetime experience that will provide memories to cherish forever. Due to the distance, it is not possible to make the trip to the Dry Tortugas and back in just one day.
We also offer charters to popular destinations such as Little Palm Island, Bahia Honda State Park, Marathon, Islamorada, Key Largo, and more.
The excursions/charters offered are discounted from the regular price and must be paid directly to our company outside of VRBO at the time of booking.
We also offer bareboat day charters where you do not have to stay overnight on the boat. This type of charter must be booked directly through our company as VRBO is only set up for overnight accommodation bookings.
Our company also offers snorkel gear, wet suits, fishing gear, e-bikes, scooters, golf carts, kayaks, and paddle board rentals, for an additional cost, to truly take in Key West.
If you want to operate the boat or tender yourself you must book directly with our company to go through an approval process. Taking the vessel yourself (and not hiring a captain) is subject to prior experience on similar vessels.
The advertised price on this listing covers the cost of insurance that covers you and the crew during your reservation period as well as the cost to survey the boat after you leave. You will be required to undergo a bareboat contract and will take full responsibility of the operation and safety of the yacht, crew, and all passengers.
Additional House Rules:
1. There is a $50 charge per night per person over four. There is a $100 fee to make any changes to your charter after your paperwork has been drafted and emailed to you up to 3 days prior to check in. There is a $200 fee to make any changes to your charter after your paperwork has been drafted and emailed to you 3 days or less prior to check in.
2. There is a $150 fee to add additional guests on an excursion, not staying overnight after your paperwork has been processed, up to 3 days prior to check in, and $200 per guest not staying overnight, 3 days or less prior to check in on a day charter.
3. As posted in this listing, you must pay our company directly for at least one excursion at the time of booking. In the event you refuse to book an excursion, your reservation will be canceled with no refund. There is no refund for a paid excursion in the event the excursion is canceled and there is available time left in your reservation to reschedule it to.
4. There are no refunds for a change in number of guests. There is $100 extra guest fee per person that is joining you on a day charter that is not staying overnight.
Guests must be able to walk up & down stairs inside the boat and be able to make a longer than usual step at times to get on and off the boat.
We have other yachts available if this yacht does not meet your specifications.
Due to local regulations, it is required that you choose at least one of the following options during your reservation: a two-hour sunset sail, a four-hour excursion, an eight-hour excursion, a ten-hour excursion, or a 24-hour excursion.
- 2-hour excursion: $900+tax & gratuity (sunset cruise only)
- 4-hour excursion: $1450+tax & gratuity
- 8-hour excursion: $1950+tax & gratuity
- 10-hour excursion: $2200+tax & gratuity
- 24-hour excursion: $2500+tax & gratuity
The prices listed above are per excursion and not per person. The cost of the excursions must be paid directly to our company at the time of booking. The prices listed above include the captain's fee and fuel, however, does not include gratuity.
These excursions are highly recommended by our previous guests and are sure to provide you with a memorable experience. During these outings, you'll have the opportunity to learn how to navigate the yacht, snorkel around the coral reef, fish from the yacht, spot dolphins and sea turtles, and much more. Our 24-hour charter is particularly popular as it combines the activities of a day excursion with the unique experience of spending a night anchored on the ocean with a limit of 6 total guests. If you are staying for more than two nights, you can even enjoy multiple excursions during your reservation period.
Just imagine sleeping under the stars with no neighbors next to, above, or below you like in a hotel room. You can spend your days and nights fishing from the boat, relax on the deck while listening to the sounds of tropical fish jumping in the water, and experience the thrill of being away from the marina, anchored on the ocean. If you're seeking an adventurous and extraordinary vacation surrounded by breathtaking ocean views, wildlife, and fish, this is the perfect choice for you. You might never want to return to land again!
The weather in this area is ideal throughout the year for activities such as snorkeling, fishing, lobster catching (seasonal), kayaking, paddleboarding, learning to sail, scuba diving, or simply enjoying a relaxing sunset cruise.
In addition to our excursions, we provide an exceptional concierge service that brings luxury directly to you. For an additional cost, our offerings include VIP packages, chef services, catering, provisioning, limo service, golf cart rentals, sporting goods rentals, and much more.
The Perry Hotel is a pristine resort located in the heart of a turquoise paradise with crystal-clear waters. Your stay at the hotel includes access to two waterfront swimming pools, live music performances, a fitness room, three restaurants, retail shops, marina showers, laundry facilities, and more. The Perry Hotel also offers complimentary shuttle service to and from downtown Key West, which is conveniently located nearby. Additionally, the resort is in close proximity to retail shops, grocery stores, restaurants, and various attractions.
This yacht is one of a kind with its three-stateroom layout. The entire starboard side is a master suite with a private shower and a small desk area. The two other staterooms are separated by a bathroom with shower. One has a double bed, the other a queen.
If you're interested in a bareboat charter to the Dry Tortugas, please note that a minimum of five nights is required. In addition to the payment made through VRBO, you would need to purchase three 24-hour excursions, allowing you to spend one night at the Dry Tortugas. On your way to and from the destination, you would also stay at the Marquesas Islands, which are located halfway. This charter is truly a once-in-a-lifetime experience that will provide memories to cherish forever. Due to the distance, it is not possible to make the trip to the Dry Tortugas and back in just one day.
We also offer charters to popular destinations such as Little Palm Island, Bahia Honda State Park, Marathon, Islamorada, Key Largo, and more.
The excursions/charters offered are discounted from the regular price and must be paid directly to our company outside of VRBO at the time of booking.
We also offer bareboat day charters where you do not have to stay overnight on the boat. This type of charter must be booked directly through our company as VRBO is only set up for overnight accommodation bookings.
Our company also offers snorkel gear, wet suits, fishing gear, e-bikes, scooters, golf carts, kayaks, and paddle board rentals, for an additional cost, to truly take in Key West.
If you want to operate the boat or tender yourself you must book directly with our company to go through an approval process. Taking the vessel yourself (and not hiring a captain) is subject to prior experience on similar vessels.
The advertised price on this listing covers the cost of insurance that covers you and the crew during your reservation period as well as the cost to survey the boat after you leave. You will be required to undergo a bareboat contract and will take full responsibility of the operation and safety of the yacht, crew, and all passengers.
Additional House Rules:
1. There is a $50 charge per night per person over four. There is a $100 fee to make any changes to your charter after your paperwork has been drafted and emailed to you up to 3 days prior to check in. There is a $200 fee to make any changes to your charter after your paperwork has been drafted and emailed to you 3 days or less prior to check in.
2. There is a $150 fee to add additional guests on an excursion, not staying overnight after your paperwork has been processed, up to 3 days prior to check in, and $200 per guest not staying overnight, 3 days or less prior to check in on a day charter.
3. As posted in this listing, you must pay our company directly for at least one excursion at the time of booking. In the event you refuse to book an excursion, your reservation will be canceled with no refund. There is no refund for a paid excursion in the event the excursion is canceled and there is available time left in your reservation to reschedule it to.
4. There are no refunds for a change in number of guests. There is $100 extra guest fee per person that is joining you on a day charter that is not staying overnight.
Guests must be able to walk up & down stairs inside the boat and be able to make a longer than usual step at times to get on and off the boat.
We have other yachts available if this yacht does not meet your specifications.
Our prices include all fees. No hidden fees.
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9.8 out of 10, Exceptional, (49 reviews)
House Rules
Check in after 3:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
Events allowed: family gatherings, birthday parties, weddings
Pets
Pets allowed: dogs less than 23 kg per pet (limit 2 pets total)
A fee of $175/night per pet applies
Smoking
Smoking is not permitted
Important information
You need to know
This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Parties and events (including family gatherings, birthday parties and weddings) are allowed on site. Maximum attendees: 6
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Key West
Key West is home to this houseboat. Ernest Hemingway Home and Museum and Southernmost Point are notable landmarks, and the area's natural beauty can be seen at Fort Zachary Taylor Historic State Park and Smathers Beach. Key West Tropical Forest and Botanical Garden and Sails To Rails Museum at Flagler Station are also worth visiting.
Key West, FL
What's nearby
- Robbie's - 12 min walk - 1.1 km
- Key West Golf Club - 15 min walk - 1.3 km
- Key West Tropical Forest and Botanical Garden - 18 min walk - 1.6 km
- Key West Naval Station - 3 min drive - 2.4 km
- Stock Island Yacht Club & Marina - 4 min drive - 2.7 km
Getting around
Restaurants
- Hogfish Bar & Grill - 20 min walk
- El Siboney Stock Island - 8 min walk
- El Mocho's - 17 min walk
- Bad Boy Taqueria & Tequila - 1 min walk
- Toasted Coconut - 4 min drive
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window10/10
Cleanliness
9.6/10
Check-in
9.8/10
Communication
10/10
Location
9.8/10
Listing accuracy
Reviews
20 Jan 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in Jan 2025
10/10 Excellent
Kerri R.
29 May 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
So fun.
Kerri R.
Stayed 3 nights in May 2025
10/10 Excellent
Tyler W.
25 Sept 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Tyler W.
Stayed 2 nights in Sep 2025
10/10 Excellent
Jen S.
2 Jan 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay!
Jen S.
Stayed 4 nights in Dec 2024
10/10 Excellent
Courtney J.
3 Jan 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
"Epic" experience
Courtney J.
Stayed 5 nights in Dec 2024
10/10 Excellent
Amy S.
12 Nov 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Celebrating 50 with a new experience!
Amy S.
Stayed 3 nights in Nov 2024
10/10 Excellent
gayla h.
13 Feb 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy

gayla h.
Stayed 2 nights in Feb 2026
About the host
Hosted by Blue Ocean Yacht Charters
Languages:
English
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