Stay the night on a sailboat- Top 10!!

From California to Florida I have taken the time to list some sailboat Air bnb stays that will give you a full experience into what life is like living aboard a sailboat! If you have never booked an Air bnb before then take advantage of a free $65 credit which will give you $50 towards your stay and another $15 towards an experience 🙂 If you have already booked Airb bnb before but still want the credit just create a new profile and wahlaa!! 

GET YOUR $65 off your first AIR bnb Experience here! 


 Float out your soul in the heart of Miami! Anchored at Oleta River State Park, one of the most attractive places in Miami, Serenity offers a Relaxing and peaceful experience..

For more photos and booking information CLICK HERE!


St. Augustine- a city filled with history

St. Augustine was one of the first areas to be named in the united states and has a range of history! This is a perfect spot to stay on a sailboat and check out this spunky listing! A beautifully decorated 30′ Catalina sailboat, located uniquely outside historic Downtown St. Augustine, 5 min from St. George St.

Enjoy morning coffee with dolphins & evening cocktails overlooking a gorgeous sunset in the San Sebastian River.

These are dockside charters that can be captained vessels. Subject to our captain’s availability, weather, and tides.

For more photos and booking information CLICK HERE

Experience life on this adorable 70's sailboat

“Welcome aboard! We are young couple with a beautiful 1978 25 foot O’Day sailboat. Docked in the beautiful, sprawling marina community at Stock Island Marina, our boat is the perfect base for all your Keys Adventures. We recently completely renovated her to maximise both functionality and comfort, whilst maintaining her 70’s charm.

Our home is docked at Stock Island Marina Village which is attached to the Perry Hotel. This means that the boat is easily accessed and our guests have access to the hotels facilities including: two pools, two restaurants, a bar, fitness centre, private bathhouses and captains lounge. There is also two dog parks (for little and big dogs!), a community garden along with plenty of spaces to lounge in a hammock or recline in a hanging chair. 

When first boarding Poppy, you’ll find the cockpit, this is a beautiful space to relax in the evenings, enjoy your mornings or share a meal with your vaycay pal. When you walk down the stairs to the inside of the boat you’ll find the kitchenette, with a breakfast station and ice box. There is also the saloon, which has 2 long couches to recline, plan your days of adventure or drink your local rum on. Moving forward there is a toilet, with curtains for privacy. There is also a bathroom at the end of the dock and multiple bath houses located around the property. 

There is a V-berth bed in the front which is 73 inches long and a quarter berth in the back which is a single bed that is 80 inches long. 

Whilst every effort has been made to make our boat as comfortable as possible, it is still a 25ft sailboat. There is plenty of room to lounge and it can easily sit you and couple of friends, however the headroom is limited. Please refer to photos for visuals.” 

For more photos and booking information CLICK HERE!



Come stay on a Classic luxurious hand built sailboat located in the beautiful 5 Star Marina & Resort, Stock Island Marina Village.
Enjoy the best of the Keys, staying right on the water surrounded by all the wildlife of the ocean, while just steps away from all the luxurious amenities of our 5 Star resort. Relax and wake up to the soft glow of the Sunrise, and end each day enjoying a drink from the deck of the boat while watching the sunset light up the evening sky. To book this stay follow the link For more photos and booking information CLICK HERE


S/V PICES- Florida Keys

Perhaps the prettiest marina in Key West. Stunning views of the Atlantic. Located in the marina community of Key West Harbor. Access to many high-end resort facilities including restaurant and bar, a beautiful swimming pool, a private sandy beach, and plenty of free parking. Boston Whaler center console separately available for charter. Boats are licensed/insured by Airbnb and Monroe County FL. This is perfect and safest SOCIAL DISTANCING vacation option.

For more photos and Booking information CLICK HERE!

Marathon-Florida Keys

This one is one of our favorite spots in the keys to stay on our sailboat 🙂 you wont be disapointed with this booking! So many amazing animals, beautful local spirit, and waters that will make you feel like you never want to go home! 

For more photos and booking info CLICK HERE 

Baltimore Maryland

Intimate 36 foot sail boat with secure dock access. Located in Canton and convenient to Fells Point. Many bars, restaurants and attractions within walking distance. Harbor cruises available from the same pier for an additional fee.

For more photos and booking information CLICK HERE

Racine, Wisconsin

Welcome aboard our cozy 29′ sailboat “Clementine.” You will love falling asleep to the gentle rocking of a boat and waking up to the sounds of seagulls while you sip your coffee on the deck. She is setup as a full time Airbnb in a slip at Reefpoint Marina which has amenities like a heated pool with two hot tubs, a ships store, laundry facilities, the delicious Reefpoint Brewhouse restaurant, and top notch shower facilities. Its a quick walk into town for shopping and even more restaurants.

For more photos and booking information CLICK HERE!

San Diego, California- BED AND BREAKFAST

DAUNTLESS” is a beautiful Hampton 43′ sailing yacht that will accommodate up to a maximum of 6 persons overnight and is all about beauty; Her interior is designed with stunning Asian Teak joinery; 2 Staterooms plus the salon table converts to a double bed; Dauntless is equipped with 3 HDTV w/Apple TV, all with Netflix available. Accommodations are dockside only! Charters can be added on to any stay with one of our “Preferred Licensed Captains” – inquire after booking.

For more photos and booking information  CLICK HERE 

Honolulu Hawaii- Wooden boat!

Not very often do you find a wooden boat in this shape! Take on a different perspective of hawaii from a sailboat! My Sea StewardShip is a 70′ ocean cruiser built in 1980. She’s got the style and soul of a Bohemian Gypsy Ship. She floats peacefully in her slip, amidst the most convenient of locations. Next to the beach and easy to get around town.


Book this boat now! CLICK HERE!

Charleston ,South Carolina

Enjoy 2 hours of sailing on the Charleston Harbor and overnight at the dock for 2 on our luxuriously appointed 50ft sailing yacht Fate. The largest, cleanest and most highly recommended yacht in Charleston!

Interested in booking this boat? CLICK HERE for more information 


36 foot sailboat docked in Annapolis. Boat has heat and air conditioning, high speed wifi, high-def cable TV, microwave, refrigerator, head (toilet), adjacent bath house and cafe. Like a waterfront condo docked at a full-service marina. Great view of boat traffic on Back Creek.

Water taxi into downtown Annapolis, several nearby restaurants (including on-premises cafe for breakfast and lunch).

I am accessible by cell phone, text or email, and can be at the boat within an hour if necessary. I try to greet arriving guests in person if my schedule permits.

One of the largest collections of boats in the country. Wandering the docks and looking at some really cool boats.

Water taxi into center of Annapolis. City taxis. Free parking at marina. 10 minute drive into center of Annapolis.

For more photos of booking formation CLICK HERE!

Alrighty! Thats it! If you have plans on booking an air b n b please do so through any of my links. I do get a small commission off of every booking through my website 🙂 If you would like to just browse through air BnB I have set you up with a cool search engine ! You deserve a vacation! Book one today!


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