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Key West Sailing Adventure

3.0 star property
Bayside houseboat with beach bars, 6-minute walk to Duval Street

Photo gallery for Key West Sailing Adventure

Front of property
Food court
Moon Dance 44' Sailboat includes 2-hour Sunset Cruise | Living area
Wild Thing 44' Sailboat includes 2-hour Sunset Cruise | Private kitchen
Wild Thing 44' Sailboat includes 2-hour Sunset Cruise | Living area

Reviews

7.0 out of 10
Good

Popular amenities

  • Free Wi-Fi
  • Air-conditioning
  • Parking available
  • Bar
  • Laundry room
  • Kitchen

Explore the area

View map
201 Williams Street; Historic Seaport, E-Dock Slips E-10, E-11, E-12, Key West, FL, 33041
  • Place, Key West Historic Seaport
    ‪1 min walk‬
  • Place, Duval Street
    ‪6 min walk‬
  • Place, Mallory Square
    ‪9 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪9 min drive‬

Room options

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About the area

Key West

At Key West Sailing Adventure you'll be within just a 10-minute stroll of popular attractions like Duval Street and Florida Keys Beaches. Highlights at this houseboat include 2 beach bars, and in-room kitchens and free WiFi. .Enjoy access to boat tours and sailing. Plus you'll find laundry facilities. There's also the convenience of self parking. .Attractions within a 20-minute walk of this 3-property class Key West Historic District houseboat include Mallory Square and Ernest Hemingway Home and Museum.
View more Houseboats in Key WestOpens in a new window

What's nearby

  • Key West Historic Seaport - 1 min walk - 0.0 km
  • Florida Keys Beaches - 6 min walk - 0.5 km
  • Duval Street - 6 min walk - 0.6 km
  • Mallory Square - 9 min walk - 0.8 km
  • Harry S. Truman Little White House - 11 min walk - 0.9 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 14 min drive

Restaurants

  • ‪Kermit's Key West Key Lime Shoppe - ‬3 min walk
  • ‪Conch Republic Seafood Company - ‬6 min walk
  • ‪Cuban Coffee Queen Waterfront - ‬2 min walk
  • ‪Schooner Wharf Bar - ‬1 min walk
  • ‪Half Shell Raw Bar - ‬3 min walk

About this property

Key West Sailing Adventure

Bayside houseboat with beach bars, 6-minute walk to Duval Street
As a guest of Key West Sailing Adventure, you'll find laundry facilities and complimentary use of a nearby fitness facility. You can unwind with a drink at one of the 2 beach bars. The front desk is open around the clock. Parking is available for a fee. You'll have access to the outdoor pool at a partner property.

This 3-star Key West houseboat is smoke free.

  • 1 floor
  • 6 guestrooms or units
  • 3 buildings
  • 2 bars on the beach
  • Built in 1995
  • Beach lounge chairs
  • Self-service laundry
  • No smoking on site
Key West Sailing Adventure offers 6 accommodations with complimentary bottles of water and coffee/tea makers. Each accommodation is individually furnished and decorated. Accommodation at this 3-star houseboat has kitchens with fridges and microwaves.

Bathrooms include a shower and complimentary toiletries. Guests can surf the web using complimentary wireless Internet access. Housekeeping is provided once per stay.

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Policies

Check-in

Check-in start time: 3 PM; check-in end time: 6:00 PM
Minimum check-in age - 21

Check-out

Check-out before 11 AM

Special check-in instructions

There is no front desk at this property
Guests will receive key retrieval information
To make arrangements for check-in please contact the property at least 24 hours before arrival using the information on the booking confirmation
If you are planning to arrive after 6:30 PM please contact the property in advance using the information on the booking confirmation
For any questions, please contact the property using the information on the booking confirmation
Information provided by the property may be translated using automated translation tools

Access methods

Key retrieval

Pets

  • No pets allowed, but service animals are welcome

Children and extra beds

  • Children are welcome.
  • Rollaway/extra beds are not available.
  • Cots (infant beds) are not available.

Payment types

Important information

Fees

Guests will be asked to pay the following charges at the property:

  • Cleaning fees vary based on the length of stay.

We've listed all charges provided to us by the property.

Optional extras

The fees and deposits listed below will be charged at the time of service, check-in, or check-out.

  • Self-parking fee: USD 30.00 per day

This may not be a comprehensive list. Fees and deposits are subject to change and might not include tax.

You need to know

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
Minimum Spring Break check-in age is 21 years old.
This property accepts credit cards
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. Minimum Spring Break check-in age is 21 years old. This property accepts Visa and Mastercard.

We should mention

  • Registered guests are the only ones allowed to be in guestrooms.
  • Certain facilities might have restricted access. For details, you can contact the property at the number on the booking confirmation.

Property is also known as

Key West Sailing Adventures Boat
Key West Sailing Adventure Private Sailing Charters House Boat
Key West Sailing Adventure Sunset Charter Included Houseboat
Sailing Adventure Private Sailing Charters
Sailing Adventure Sunset Charter Included Houseboat
Key West Sailing Adventure Sunset Charter Included
Sailing Adventure Sunset Charter Included
Sailing Adventure Sunset Char
Key West Sailing Adventure With Sunset Charter Included Key West

Frequently asked questions

Is parking available at Key West Sailing Adventure?

Yep, Key West Sailing Adventure has a self car park for USD 30.00 per day. A self car park is also available, for a fee.

Are there any beaches close to Key West Sailing Adventure?

Yep, Key West Sailing Adventure is a short 6-minute walk from Florida Keys Beaches. Fun beach activities include snorkelling, scuba diving and windsurfing. You can also find boat tours.

Is there a free airport shuttle available at Key West Sailing Adventure?

No, Key West Sailing Adventure does not offer an airport shuttle service.

What time are check-in & check-out at Key West Sailing Adventure?

Check-in begins at 3 PM. Check-out time is 11 AM.

Are pets allowed at Key West Sailing Adventure?

No, only service animals are allowed.

Key West Sailing Adventure Reviews

Reviews

7.0

Good

Rating 10 - Excellent. 5 out of 13 reviews
Rating 8 - Good. 2 out of 13 reviews
Rating 6 - Okay. 3 out of 13 reviews
Rating 4 - Poor. 0 out of 13 reviews
Rating 2 - Terrible. 3 out of 13 reviews

6.6/10

Cleanliness

6.8/10

Staff & service

10/10

Amenities

6.6/10

Property conditions & facilities

Reviews

10/10 Excellent

Verified traveller

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Stayed 2 nights in Nov 2019

8/10 Good

Terry

Liked: Cleanliness, staff & service, property conditions & facilities

Key West alternative

We enjoyed our stay on the sailboat as an alternative to staying in a hotel. However, this would not be suitable for everyone. Quarters are clean but somewhat cramped. Location is GREAT! Close to everything. Sunset cruise was wonderful. Captain Ben and crew are excellent! Only problem we had was getting on and off the boat. Needs a gangplank with hand holds.
Stayed 3 nights in Mar 2019

10/10 Excellent

Sandra

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

True Key West Adventure

What an amazing way to spend New Year's Eve. The boat was so much fun to stay on. We were right in the harbor where all the fun was happening. The owners are really great and easy to work with. They called us and gave us all the info we needed plus their numbers to be contacted at. Our sunset sail was changed to a daytime sail which was much better for us. If you are looking for a fancy hotel this is not for you...its a boat. If you are looking to have a great Key West adventure the way the keys should be seen this is it!! Can't wait to go back. Thank you for an unforgettable holiday.
Stayed 2 nights in Dec 2018

10/10 Excellent

Thomas

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Obsession

Captain Al and his crew met and exceeded any need that we had. It was great staying on the sailboat and we had a wonder sailing adventure.
Stayed 3 nights in Jun 2017

10/10 Excellent

Glenn, Florida

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Dream Come True

I have always wondered if I could rent a sailboat and stay for a couple days and there it was. I often dream of owning my own sailboat so this would be that experience It was easy to find. I already knew where to go. Checking in went fast and easy. We were shown everything about staying aboard and then some. We were given a key and shown us the "facilities" which had a restroom and shower if we required. Or you could use the boats. He spoke to us of several restaurants and things to do in Key West. We met the next morning for a sail, fishing and snorkel day of adventure. Our crew Knew their way around a sailboat and the Key West waterway. We had a tremendous day. At night, we walked the piers/docks and made quite a few new friends with the folks living on their vessels. All had the same thoughts. "You only live once, just do it" Mr. Albert was always available. We spoke with him on the dock and told him what a wonderful experience this was for both me and my grandson. He runs a great business. He has a great crew. They have a lot of knowledge of the local area and of sailing/snorkeling and live aboard lifestyle. I would rate our experience a 10 if I could!

6/10 Okay

SANDRA, Michigan

Disliked: Cleanliness, staff & service, property conditions & facilities, room comfort

Uncomfortable accomodations-nice boat trip

Reviews indicate poor conditions and they were true. While the owners of the boat were nice they did not have a good system for assuring that new employees were oriented or that the heat and lights were turned on. Not worth the daily price for the lodging,

6/10 Okay

Don, Jupiter Fl

Liked: Staff & service

Cool place to stay

You need to be a camper if you like this idea. We rode down on Motercycles and had a blast. Parking was a little tough but it was worth it to be so close to Duval. Slept 4 no problem but showers on board a little to small for my 6'2" frame so we used the marina showers. Capt Albert the owner was very eazy to reach and very accommodating.

10/10 Excellent

Chris, Altanta, GA

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Can't get closer to the water !!

We stayed on the 37 foot Obsession and it was perfect for two people. Albert and Susan were great; very helpful and had many recommendations for things to do and places to go and see. Also had a great sunset sail with Capt. Brian. Great birthday weekend for my wife!!

2/10 Terrible

Clay, Atlanta GA

Disliked: Cleanliness, staff & service, property conditions & facilities, room comfort

Absolutely THE last place on earth

We booked a 2 day stay and we were supposed to sleep on the Sailboat being used for our cruise. We arrived only to find a phone number on the dock post. We called and the person answered and said he was at sea but had left the boat open for us. We quickly discovered that there was a fuel leak on board and that the cabin was so toxic it made you immediatly sick to be in there. The instructions left behind in the toxic cabin told you not to use the bathrooms on the boat but in the public bathhouse, except that they forgot to leave a key to the bathhouse and thus we were locked out of the bathhouse and thus no bathroom, we called and we were told he would not return until 2p the next day. The city was sold out that weekend and we had to sleep on the top of the toxic boat, and that would have been fine except for the fact that it was 90 degrees in the shade and it was located in a slip in a busy harbor with hundreds of people and boats filing in and out of the harbor kind of sadly peering out at us sleeping on top of the toxic boat.

2/10 Terrible

Crankie, St George, UT

Disliked: Cleanliness, staff & service, property conditions & facilities, room comfort

Unsanitary, repulsive and very dirty conditions

I was most bothered that we paid a premier price for staying in a place without indoor plumbing. The restroom was unusable because we had to pump out the urine and pump in water every time we used the tiny toilet. The kitchen was filthy. The draws were full of junk left by previous visitors. There were zero amenities: no water, no soap, and no flush toilets. It was expensive camping; a premier price for an outhouse, middle of the night walks to the drunk-haunted public restroom one block away, and a miserable experience. Basically, we rented a dirty kitchen and very smelly and unusable restrooms in the middle of busy pier filled with drunken people and loud music throughout the night.

2/10 Terrible

Katherine, Huntsville

Disliked: Cleanliness, staff & service, property conditions & facilities, room comfort

Tired and Worn

I was very disappointed with the sailboat Obsession. It has not been kept up and was tired and worn. To their credit, the sheets and two towels they provided were clean and in good condition and the air conditioner worked. The 4 hour sail and snorkeling included being towed back to the dock because the engine wouldn't start. If you are true sailors with high standards, this is not the boat for you!

8/10 Good

Verified traveller

6/10 Okay

David and Allison, Tallahassee

A unique experiance

The boat is positivily relaxing...however, you only have the sounds of the bay and a radio. Not for the more pampered lifesttyles because you are far from that. I.E. no shower or tv. But the sails are beatiful and there is always something going on throughout the day in the marina. The crew was absolutly polite and we are thankful that they made our experiance very pleasant.