Docked boat in Stock Island, FL
8 guests · 4 bedrooms · 4 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
About this docked boat rental
Your stay includes a PRIVATE 4-hour sail with your own captain and mate. Sail to a sandbar, snorkel the reef, paddleboard and catch a Key West sunset aboard Somewhere, a 46ft Lagoon catamaran that's all yours. Stays are 2-3 nights. Want a longer stay, or the catamaran without a sail? Message us and we'll point you to our stay-only listing.
WHY IT'S A GREAT DEAL
Booked separately at our standard rates, 2 nights aboard plus a 4-hour private charter costs $4,100+. With this package it's about $3,600 (before cleaning and taxes), so you save $550 or more and don't have to plan a thing.
YOUR PRIVATE SAIL IS INCLUDED
Just your group, no strangers:
- 2-3 night stays with a 4-hour private sail
- Your own licensed captain and first mate
- Fuel included. No hidden fees, nothing to pay in cash
- Snorkel gear, floats, paddleboards, kayaks, cooler, ice, towels, bottled water and Bluetooth sound. BYOB friendly
Favorite trips: anchor at a sandbar and swim in clear turquoise water, snorkel the reef, paddleboard, spot dolphins, or sail past Key West at sunset.
HOW IT WORKS
After you book, message us to pick your charter day and time. Your captain plans the route around the weather. If weather cancels your charter and we can't reschedule it during your stay, we refund the charter's share of your booking through Vrbo. Tipping the crew is optional.
THE CATAMARAN
Somewhere is a 2018 Lagoon 450F sailing catamaran with four private cabins, each with its own bathroom. Bright salon with wraparound windows, full galley, A/C, a big cockpit, flybridge and front trampolines. Great for families and friend groups. She stays docked at Stock Island Yacht Club & Marina, and you can come and go anytime.
THE MARINA
Full access to the pool, gym, sauna, tiki grill, bar and beach, about 10 minutes from downtown Key West.
Heads up: the marina has some construction going on, expected to wrap up by mid-November. All amenities (pool, gym, beach, showers) are open as usual. You'll just take a short walk around the construction to reach them.
ARRIVAL
Check-in is after 3 PM. JB, your marina concierge, meets you at the dock and gives you a full tour of the boat. Arriving after 7 PM? Please let us know in advance. The catamaran stays docked during your stay except for your included charter and any extra charters booked with us, always run by our licensed captains. Guests need to be comfortable with stairs inside the boat and a larger-than-usual step getting on and off.
Want more time on the water, or a trip to the Marquesas or Dry Tortugas? Message us and we'll set it up through Vrbo.
WHY IT'S A GREAT DEAL
Booked separately at our standard rates, 2 nights aboard plus a 4-hour private charter costs $4,100+. With this package it's about $3,600 (before cleaning and taxes), so you save $550 or more and don't have to plan a thing.
YOUR PRIVATE SAIL IS INCLUDED
Just your group, no strangers:
- 2-3 night stays with a 4-hour private sail
- Your own licensed captain and first mate
- Fuel included. No hidden fees, nothing to pay in cash
- Snorkel gear, floats, paddleboards, kayaks, cooler, ice, towels, bottled water and Bluetooth sound. BYOB friendly
Favorite trips: anchor at a sandbar and swim in clear turquoise water, snorkel the reef, paddleboard, spot dolphins, or sail past Key West at sunset.
HOW IT WORKS
After you book, message us to pick your charter day and time. Your captain plans the route around the weather. If weather cancels your charter and we can't reschedule it during your stay, we refund the charter's share of your booking through Vrbo. Tipping the crew is optional.
THE CATAMARAN
Somewhere is a 2018 Lagoon 450F sailing catamaran with four private cabins, each with its own bathroom. Bright salon with wraparound windows, full galley, A/C, a big cockpit, flybridge and front trampolines. Great for families and friend groups. She stays docked at Stock Island Yacht Club & Marina, and you can come and go anytime.
THE MARINA
Full access to the pool, gym, sauna, tiki grill, bar and beach, about 10 minutes from downtown Key West.
Heads up: the marina has some construction going on, expected to wrap up by mid-November. All amenities (pool, gym, beach, showers) are open as usual. You'll just take a short walk around the construction to reach them.
ARRIVAL
Check-in is after 3 PM. JB, your marina concierge, meets you at the dock and gives you a full tour of the boat. Arriving after 7 PM? Please let us know in advance. The catamaran stays docked during your stay except for your included charter and any extra charters booked with us, always run by our licensed captains. Guests need to be comfortable with stairs inside the boat and a larger-than-usual step getting on and off.
Want more time on the water, or a trip to the Marquesas or Dry Tortugas? Message us and we'll set it up through Vrbo.
Amenities
Free WiFi/internet
Free Parking
Air conditioning
Pool
Non-smoking
Gym
TV
Refrigerator
Spa
Kitchen
WiFi/Internet
Parking Available
Microwave
Patio
Kitchenware
No pets allowed
Oven
Stove
Laundry services
Sauna
Outdoor Cooking
Family friendly
Towels
Linens
Map of Stock Island, FL
Ratings and reviews
10 / 10Outstanding·Mar 2026
We thoroughly enjoyed our stay on "Somewhere" and the excursion was the highlight. The Yacht Club was also fantastic - great pool and we had a chance to meet fellow boaters and joined them for yoga. The boat was more spacious than we thought.
8 / 10Excellent·Feb 2026
The trip was incredible. The boat met all expectations. 4 bedrooms and baths are great. The beds were very comfortable and the climate systems great. The Captain was excellent and couldn't do enough to make the sail a great experience.. Many Thanks.
$$$$
Top rated by guests
9Outstanding
(2 Ratings)
"We thoroughly enjoyed our stay on "Somewhere" and the excursion was the highlight. The Yacht Club was also fantastic - great pool and we had a chance to meet fellow boaters and joined them for yoga. T..."
Michelle C.Don't miss out! Price and availability may change
