Hotels are
for Tourists

Live Like a Local

All Inclusive!
Snorkel • Sail • Sun & Fun

All-Inclusive Private Yacht Stay

Step aboard The Stay & Sail—the ultimate private yacht experience blending luxury lodging with daily island charters. A premium 42-foot catamaran built for groups seeking total ocean privacy and unplugged adventure in the Florida Keys.

The Scene

Wake up anchored in the calm turquoise waters of the Key West Harbor with 360° views of the historic seaport. Spend your days sailing open waters, fishing for dinner, and snorkeling hidden reefs with your private crew, then enjoy the yacht in total seclusion overnight.

What You'll Love

  • Private 42′ Lagoon catamaran
  • 360° harbor and sunset views
  • Private Captain & Mate for daytime charters
  • Daily snorkeling, fishing & spearfishing included
  • Pro-grade gear & local tackle provided
  • Massive sunbathing trampolines + shaded dining deck
  • Vibrant marine life & world-class stargazing
 

The space

Inside, the luxury yacht features 3 private Queen cabins, each with its own private ensuite bathroom for maximum comfort. The interior is fully air-conditioned and equipped with a modern Bluetooth sound system, a fully functional kitchen galley, and large coolers with plenty of ice provided.

Perfect for

  • Family vacations & group getaways
  • Milestone celebrations & birthdays
  • Unplugged ocean adventures
  • Fishing, snorkeling, and marine life lovers

What You Need to Know

  • This is an anchored, floating vessel (not a marina-docked boat).
  • Base pricing is for double occupancy; enter your full guest count for accurate rates.
  • Due to water access and boarding, this stay is not suitable for limited mobility.
  • Food and drinks are entirely Bring Your Own (BYO).
  • The yacht is securely moored about a mile off the historic downtown shore.
  • It can only be reached via water transportation.
  • A quick 5-minute ride drops you directly into Key West’s top dining and Duval Street nightlife.

For all reservations, the following cancellation terms apply:

  • ⚓ Reservation & Cancellation Policy ⚓
    For all direct reservations, the following strict cancellation terms apply:
    • Full Refund: Cancellations made within 24 hours of booking, provided the check-in date is at least 14 days away. Note: (All refunds are subject to a deduction of non-refundable credit card processing and service fees.)
    • 50% Refund: Cancellations made more than 14 days prior to the scheduled check-in date (outside of the initial 24-hour booking window).
    • No Refund: Cancellations made within 14 days of the scheduled check-in date.
    • In-Stay Terms: No refunds or credits are provided for guest no-shows, early departures, or unused nights once the check-in window has opened.
    All cancellation timelines and cut-off hours are based strictly on the property’s local time zone.

Top rated accommodation

guest favorite airbnb rating e1775001364564

Book Your Stay

Book direct and save on Airbnb Fees
Instant confirmation
Unforgettable Key West stay

Required fields are followed by *





Reserve of 1 available accommodations.

All-Inclusive Private Yacht Stay is available for selected dates.

Prices start at:

Stay 2 Nights For Best Experience

⚓ Sailing Blue Euphoria ⚓

 

Ditch the hotel; own the ocean! SailAway GetAways LLC offers Key West’s only private yacht stay that doubles as a daily charter. Wake up on a 42’ catamaran, snorkel hidden reefs, and fish for dinner—all included. No crowds, no strangers; the boat and crew are yours alone.

STAY & SAIL DEAL:
2 Nights = Sunset Sail + 1 Full Day Charter.
3+ Nights = Every extra night adds another full day on the water!

Luxury lodging + Private Captain/Mate for one flat rate. Live the dream!

The space
All-Inclusive Snorkel SAIL Fun: Private Yacht & Captain

THE ULTIMATE KEY WEST VALUE

Why pay for a cramped hotel room and an expensive private charter? SailAway GetAways combines them into one unbeatable experience starting at $899. This is the only listing in Key West where your “hotel” takes you out to PLAY!

(Base pricing is for double occupancy; please enter your full guest count for accurate rates.)

⚓ THE “STAY & SAIL” SPECIAL

When you stay aboard, your private charter is included. No crowds, no strangers—just your group and the ocean.
2-Night Minimum: Includes a stunning Sunset Sail + 1 Full Day of private snorkeling/fishing.
3-Night Stay: Includes a Sunset Sail + 2 Full Days of private charter.

The Bonus: Every additional night booked adds another full day on the water!

Note: 1-night reservations (when available) include a Sunset Sail only.

🌴 TOTAL PRIVACY 🌴
Unlike other boat stays, the Captain and Mate do not stay on board overnight. Once we anchor or dock for the evening, the entire 42’ Lagoon 420 is 100% yours. Enjoy the stars and the ocean in total seclusion.

⚓ YOUR FLOATING OASIS ⚓

Welcome aboard the Lagoon 420 catamaran, anchored just off the vibrant shores of downtown Key West. This is a true ocean adventure with the turquoise waters of the Florida Keys as your backyard.

Accommodations: 3 Private Queen Cabins, each with its own ensuite bathroom.

Comfort: Fully air-conditioned salon and cabins a modern Bluetooth sound system for your playlists.

The Deck: Massive front trampolines for sunbathing and a shaded cockpit for alfresco dining.

Galley: Fully equipped kitchen, large coolers, and plenty of ice provided.

🌊 ADVENTURE INCLUDED 🌊

Hosted by Captain Dan, a 10-year Superhost and seasoned mariner. Your stay includes:

Snorkeling vibrant reefs with pro-grade gear provided.
Sailing the sparkling waters of the Keys.
Spearfishing for the adventurous.
Fishing with local tips and all tackle provided.

📍 LOCATION & PERKS 📍

5-Minute Dinghy Ride: Quick access to the historic seaport, restaurants, and Duval Street nightlife.
Sunset Views: Watch the world-famous Key West sunset right from your own deck.

BYO Freedom: Save on island dining—bring your own favorite food and drinks to enjoy on board.

🛑 PLEASE NOTE 🛑
Anchored Stay: This is an anchored vessel; professional dinghy rides are provided by the crew for shore access.
Mobility: Due to boarding and water access, this experience is not suitable for guests with significant mobility issues.

Food/Drink: Guests provide their own provisions (BYO).

Come for the stay, leave with the story. Book now and let Captain Dan make your Key West adventure unforgettable!

Guest Access
You have exclusive access to the entire 42’ catamaran. No “shared” cabins and no strangers. While the crew facilitates your daytime adventures, they depart at night, leaving the vessel 100% yours to enjoy in total privacy.

The “Stay & Sail” Experience:
You are the boss. Whether you want to spend the day snorkeling hidden reefs, fishing for dinner, or lounging on the deck with a drink, the itinerary is yours. We provide all the gear: fins, masks, snorkels, and fishing tackle.

Getting to the Boat:
Upon arrival, the SailAway GetAways crew will meet you and provide a quick shuttle out to the vessel, which is securely moored in the beautiful Key West Harbor.

Pro-Tip for Guests:
Most of our guests prefer to “unplug” and stay off-grid. We recommend stocking up on groceries, ice, and drinks before boarding. Once you’re on the water, you won’t want to leave!

Note: 1-night reservations allow for a stunning Sunset Sail only; 2+ nights are required for full-day snorkeling and fishing excursions.

WEATHER & SAFETY
Your safety is the top priority for SailAway GetAways. While your overnight lodging is secure, all sailing, snorkeling, and fishing excursions are subject to weather conditions. If the Captain deems the open water unsafe due to high winds or storms, we will remain in the protected harbor where you can still enjoy the yacht and local amenities.

PROVISIONS: Food and drinks are not included. We provide a fully equipped galley, large coolers, and plenty of ice. We recommend a grocery run before boarding!

PRICING: Base rates are optimized for double occupancy. Please ensure your guest count is accurate for correct total pricing.

MOBILITY: This is an authentic sailing experience. Guests must be comfortable boarding from a dock or dinghy; not recommended for those with significant mobility issues.

THE CREW: The Captain and Mate are on board during the day to sail and guide. They depart in the evenings to give you 100% privacy on the water.

STAY & SAIL BONUS
3 Nights = Sunset Sail + 2 Full Days of Charter.
4 Nights = Sunset Sail + 3 Full Days of Charter.

Every night over two equals another full day on the water!

Perfect for Families • Group Escapes • Honeymoons • Adventure Travelers •