A group of friends cheering and raising drinks aboard the Carolina Moon catamaran on a private Key Largo charter

Private Boat Charters in Key Largo

Grab your crew and take the whole catamaran. Bachelorette parties, birthdays, reunions and corporate days on the calm turquoise water of Florida Bay — for up to 24 guests.

Family-owned in Key Largo since 1983, Caribbean Watersports lets you charter the Carolina Moon — a 37′ × 22′ open sailing catamaran, USCG certified for up to 24 passengers plus 2 crew — entirely for your group. It's the whole boat, your way: no strangers, no fixed schedule, just your people and the water.

🥂 Bachelorette 🎉 Birthdays 👨‍👩‍👧‍👦 Family Reunions 💼 Corporate Days 🛥️ Just for Fun

Bring your own food, drinks and playlist — our crew handles everything on the water so your group can kick back, swim, soak up the sun on the trampoline nets, and watch for dolphins. Want to make it a celebration? Add our Sunset Champagne Cruise for a champagne toast and the traditional conch blow as the sun goes down.

Why charter the whole boat

  • Total privacy — the Carolina Moon is yours alone
  • Up to 24 guests plus your captain & first mate
  • Bring your own food, drinks & music
  • We come to you — private pickups MM92 to MM103, or meet us at our port of call, Bayside Grille at MM99 bayside

The only boat of its kind in Key Largo

Around here your charter options are usually one extreme or the other: little six-passenger "six-pack" boats that split your group up, or 40-plus-person party boats where you're sharing the rail with strangers. The Carolina Moon sits in the sweet spot nobody else offers — a single private boat that carries up to 24 guests, so a real group (the whole bachelorette crew, three generations of family, the entire office) stays together on one deck.

More than 24 people? We can still make it happen with a flotilla — the Carolina Moon sails as the flagship and we arrange trusted partner boats to cruise alongside, rafting up and rendezvousing at the sandbar and snorkel stops so the whole party shares the day together. Ask us about flotilla trips when you request your quote.

Planning a wedding, elopement or vow renewal instead? See our dedicated Key Largo weddings page.

Request a Private Charter Quote

Tell us about your group and we'll text you back to start planning. Prefer to talk it through? Call us at (305) 852-4707.

Overhead view of the Carolina Moon catamaran with guests aboard on a private Key Largo charter
Five friends in swimsuits posing on the trampoline nets of the Carolina Moon catamaran
A guest in a captain's hat smiling aboard the Carolina Moon on the turquoise water of Florida Bay
A group of friends cheering aboard the Carolina Moon catamaran on a private Key Largo charter
Aerial view of the Carolina Moon catamaran anchored at a Florida Keys sandbar with guests floating in the clear turquoise shallows
A fresh fruit and charcuterie platter served aboard a private Caribbean Watersports charter in Key Largo
Guests aboard a luxury tender boat gliding over the clear turquoise water of Florida Bay near Key Largo
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