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Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(25,134 Reviews)

Page 19 of 141 • 3,368 listings

Charter Formula III Open 32 in St Maarten
Caribbean · 10 guests

Charter Formula III Open 32 in St Maarten

5.0
$155+/hour
Exclusive Escape with Ocean Explorer Catamaran in Punta Cana
Powerboats in Uvero Alto · 30 guests

Exclusive Escape with Ocean Explorer Catamaran in Punta Cana

4.8
Superowner
Best of 2026
$16/hour
31ft SeaRay Sundancer Luxury Boat Chartering in Grand Cayman
Powerboats in George Town · 9 guests

31ft SeaRay Sundancer Luxury Boat Chartering in Grand Cayman

5.0
$300/hour
75ft Aicon Luxury Yacht Charter in Miami!
Events in Miami · 13 guests

75ft Aicon Luxury Yacht Charter in Miami!

New
Superowner
Best of 2026
$500/hour
Private Sail Aboard Classic 1969 Sloop in San Juan, Puerto Rico
Sailing in San Juan · 6 guests

Private Sail Aboard Classic 1969 Sloop in San Juan, Puerto Rico

4.9
Superowner
$198/hour
Charter this SunTracker 22DLX Pontoon for Up to 10 People in Hollywood, Florida
Powerboats in Hollywood · 10 guests

Charter this SunTracker 22DLX Pontoon for Up to 10 People in Hollywood, Florida

5.0
$82+/hour
 Azimut 90FT — Miami’s Ultimate Luxury Charter
Events in Miami Beach · 13 guests

Azimut 90FT — Miami’s Ultimate Luxury Charter

5.0
Superowner
Best of 2026
$1,250/hour
Instant Book
🛥🤩🔥VIP EXPERIENCE CATAMARAN for bacherolette-birhday party Power in Sosúa
Events in Sosúa · 150 guests

🛥🤩🔥VIP EXPERIENCE CATAMARAN for bacherolette-birhday party Power in Sosúa

4.8
$170/hour
2025 Yamaha AR250 Coral Gables, FL
Powerboats in Coral Gables · 12 guests

2025 Yamaha AR250 Coral Gables, FL

5.0
Superowner
Best of 2026
$140/hour
Sea Ray Sundancer 44ft Motor Yacht
Events in Miami · 13 guests

Sea Ray Sundancer 44ft Motor Yacht

5.0
Superowner
Best of 2026
$185+/hour
Instant Book
Tutrles, Snorkeling Beach day!
Powerboats in Nassau · 18 guests

Tutrles, Snorkeling Beach day!

5.0
$350/hour
2022 Yamaha 252XE in Boynton Beach, FL
Powerboats in Boynton Beach · 12 guests

2022 Yamaha 252XE in Boynton Beach, FL

5.0
Superowner
Best of 2026
$150/hour
Boho Party for up to 24 guests
Powerboats in Miami · 24 guests

Boho Party for up to 24 guests

4.9
Superowner
Best of 2026
$307+/hour
Beautiful Princess Flybridge 47ft Yacht
Events in Miami · 13 guests

Beautiful Princess Flybridge 47ft Yacht

5.0
Superowner
Best of 2026
$263+/hour
SALYMAR BOAT EXPERIENCE
Powerboats in Fajardo · 6 guests

SALYMAR BOAT EXPERIENCE

5.0
$150/hour
*Fort Lauderdale* - Cruise in Style in this Gorgeous 45' Sea Ray Sundancer Yacht
Events in Fort Lauderdale · 12 guests

*Fort Lauderdale* - Cruise in Style in this Gorgeous 45' Sea Ray Sundancer Yacht

4.9
$166/hour
Indulge in a Luxurious Private Getaway to Rose Island on a 30ft Monterey Boat!
Powerboats in Nassau · 8 guests

Indulge in a Luxurious Private Getaway to Rose Island on a 30ft Monterey Boat!

4.9
$325/hour
FULL DAY TOURS | Private Swimming with Pigs in Exuma! A Taste of Paradise
Tours in Rolleville · 14 guests

FULL DAY TOURS | Private Swimming with Pigs in Exuma! A Taste of Paradise

5.0
$450/hour
3.5hr Catamaran Experience Montego Bay
Sailing in Montego Bay · 30 guests

3.5hr Catamaran Experience Montego Bay

5.0
Superowner
$834/hour
European-Style Saxdor 270 GTO Rental in Miami!
Events in Miami · 12 guests

European-Style Saxdor 270 GTO Rental in Miami!

5.0
$98+/hour
24ft Godfrey Sweetwater Pontoon Cruise Near Haulover Sandbar, Miami Beach
Powerboats in Sunny Isles Beach · 10 guests

24ft Godfrey Sweetwater Pontoon Cruise Near Haulover Sandbar, Miami Beach

5.0
Superowner
Best of 2026
$100/hour
80ft Uniese Power Mega Yacht in Miami, Florida,
Events in Miami · 13 guests

80ft Uniese Power Mega Yacht in Miami, Florida,

5.0
Superowner
Best of 2026
$375/hour
Mako Center Console with 200 hp 4 stroke Rental in Key Largo, Florida
Powerboats in Key Largo · 8 guests

Mako Center Console with 200 hp 4 stroke Rental in Key Largo, Florida

4.8
$70/hour
EXCLUSIVE ISLAND CRUISE ENTERTAINMENT  MUSIC DANCE PARTY CAPTAIN CHARTER 🏝
Water Sports in Macao · 100 guests

EXCLUSIVE ISLAND CRUISE ENTERTAINMENT MUSIC DANCE PARTY CAPTAIN CHARTER 🏝

4.6
Superowner
Best of 2026
$17/hour

Caribbean Reviews

  1. KW

    Kyle

    Tutrles, Snorkeling Beach day!

    Jeriad and his sons were amazing. They took care of us and were so accommodating. We can’t recommend them any more highly. They customized our trip and did anything we wanted to do while we were out with them and even stayed out some extra time to get us out on a private beach. Super safe and very trustworthy. Book with Jeriad you won’t regret it.

  2. RP

    Robert

    Charter Formula III Open 32 in St Maarten

    We actually did 2 trips with Sam and both were great. One around st Martin and one to Anguilla. He was very nice and knowledgeable of all spots around both islands.

  3. MW

    Marla

    Charter Formula III Open 32 in St Maarten

    We actually toured with Jae- he was fantastic- and patient! We showed up to the wrong meeting spot but the team was very flexible. This was by far the best excursion day of our cruise. Jae was funny, kind, informative and knew a bunch of great local spots to take us. Thanks to this group- our cruise has been unforgettable.

  4. PN

    PANKAJ

    Charter Formula III Open 32 in St Maarten

    Sam took us to some amazing secluded beaches offering us fantastic experiences of swimming in turquoise blue waters and visually eye popping rock formations mixed with sand, beaches and whatnot! Very pleased overall with our experience with Captain. Sam Will as I would like to call him.

  5. Heidy

    Heidy

    Charter Formula III Open 32 in St Maarten

    We had an amazing trip with Sam and Nick at first we only had 8 people and then more of our friends wanted to come so Sam got us another boat. We went to Anguilla took care our passports and he also made reservations for us on an island to have lunch ! I would definitely book Sam again !

  6. CB

    Charlene

    Exclusive Escape with Ocean Explorer Catamaran in Punta Cana

    Thank you for your prompt communication and competitive pricing! I very much appreciated your answers to all my questions before I booked for our group of 75 wedding guests. The slide was a highlight as the catamaran trip was a first for many guests. If I booked again, I would stay at the first stop for the entire time as the sandbar was really busy.