Entire house boat

Key West Sailing Adventure With Sunset Charter Included

3.0 star property
Bayside Key West houseboat in Key West Historic District with beach bars

Choose dates to view prices

your current months are December, 2024 and January, 2025.
December 2024
January 2025

Photo gallery for Key West Sailing Adventure With Sunset Charter Included

Meeting facility
Beach/ocean view
Exterior detail
Outdoor wedding area
Wild Thing 44' Sailboat includes 2-hour Sunset Cruise | Living area

Reviews

7.0 out of 10

Good

Popular amenities

  • Bar
    Bar
  • Parking available
    Parking available
  • Laundry
    Laundry
  • Kitchen
    Kitchen
  • Air conditioning
    Air conditioning
  • Free WiFi
    Free WiFi

Room options

Similar properties

Mod logo
Sign in to view eligible discounts and perks. More rewards for more adventures!

About the area

Map
201 Williams Street; Historic Seaport, E-Dock Slips E-10, E-11, E-12, Key West, FL, 33041

What's nearby

  • Duval Street - 6 min walk - 0.5 km
  • Mallory Square - 10 min walk - 0.9 km
  • Ernest Hemingway Home and Museum - 18 min walk - 1.6 km
  • Fort Zachary Taylor Historic State Park - 5 min drive - 2.0 km
  • Southernmost Point - 6 min drive - 2.2 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 9 min drive

Restaurants

  • ‪Sloppy Joe's Bar - ‬6 min walk
  • ‪The Waterfront Brewery - ‬1 min walk
  • ‪Cuban Coffee Queen - ‬3 min walk
  • ‪Conch Republic Seafood Company - ‬2 min walk
  • ‪Kermit's Key West Key Lime Shoppe - ‬2 min walk

About this property

Key West Sailing Adventure With Sunset Charter Included

Houseboat near Duval Street
Close to Mallory Square and Ernest Hemingway Home and Museum, Key West Sailing Adventure With Sunset Charter Included provides 2 beach bars, an art gallery on-site and a shopping centre on-site. Active travellers can enjoy sailing at this houseboat. Free in-room WiFi and laundry facilities are available to all guests.
Additional perks include:
  • Outdoor pool access nearby
  • Self-parking (surcharge) and smoke-free property
Room features
All rooms are individually furnished, and offer comforts such as air conditioning, as well as thoughtful touches such as free WiFi and free bottled water.
Other conveniences in all rooms include:
  • Showers and free toiletries
  • Kitchens, fridges and microwaves

Languages

English

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 more details, please contact the property using the information on the booking confirmation

Access methods

Key retrieval

Pets

Pets not allowed (service animals welcome)

Children and extra beds

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

Payment types at the property

Important information

Fees

You'll be asked to pay the following charges at the property. Fees may include applicable taxes:

  • Cleaning fees vary based on the length of stay.

We have included all charges provided to us by the property.

Optional extras

  • Self-parking fee: USD 30.00 per day

The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change.

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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

We should mention

This property does not have any lifts
Only registered guests are allowed in the guestrooms
Some facilities may have restricted access; guests can contact the property for details using the contact information 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

Does Key West Sailing Adventure With Sunset Charter Included have a pool?

Yes, this property has outdoor pool access.

Is Key West Sailing Adventure With Sunset Charter Included pet-friendly?

No, only service animals are welcome at the property.

How much is parking at Key West Sailing Adventure With Sunset Charter Included?

Self-parking is available for USD 30.00 per day.

What time is check-in at Key West Sailing Adventure With Sunset Charter Included?

Check-in start time: 3 PM; check-in end time: 6:00 PM.

What time is check-out at Key West Sailing Adventure With Sunset Charter Included?

Checkout is at 11 AM.

Where is Key West Sailing Adventure With Sunset Charter Included located?

Located in Key West Historic District, this houseboat is within a 10-minute walk of Schooner Western Union, Duval Street and Florida Keys Beaches. Mallory Square and Ernest Hemingway Home and Museum are also within 1 mile (2 km).

Key West Sailing Adventure With Sunset Charter Included 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.