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Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(25,134 Reviews)

Page 18 of 141 • 3,368 listings

40' Stefan Decker in El Cortecito
Events in El Cortecito · 40 guests

40' Stefan Decker in El Cortecito

4.0
Superowner
Best of 2026
$17/hour
😍Beautiful Sea Ray 42' Motor Yacht in Miami - 2025 Upgraded 😍 1 free hour
Events in Miami · 13 guests

😍Beautiful Sea Ray 42' Motor Yacht in Miami - 2025 Upgraded 😍 1 free hour

5.0
$100/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
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
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
Limited Availability
*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
Limited Availability
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
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
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
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
Limited Availability
Charter this Stunning 29’ SeaRay SDX in Miami, FL - Luxury Made Easy!
Powerboats in Miami · 10 guests

Charter this Stunning 29’ SeaRay SDX in Miami, FL - Luxury Made Easy!

5.0
Superowner
Best of 2026
$99/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
🥂EXCLUSIVE ISLAND CRUISE ENTERTAINMENT BAR MUSIC DANCE PARTY CAPTAIN CHARTER 🏝
Powerboats in Bávaro · 70 guests

🥂EXCLUSIVE ISLAND CRUISE ENTERTAINMENT BAR MUSIC DANCE PARTY CAPTAIN CHARTER 🏝

4.4
Superowner
Best of 2026
$11/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. AD

    Alisha

    😍Beautiful Sea Ray 42' Motor Yacht in Miami - 2025 Upgraded 😍 1 free hour

    Wow! This felt like a steal! It was a perfect booking for my friends and I to celebrate her birthday! Alejandro was extremely accommodating and responded very quickly. He helped us select a captain and the price was so good for a great sized boat! Highly recommend 10/10! Thank you!!

  3. Katie

    Katie

    😍Beautiful Sea Ray 42' Motor Yacht in Miami - 2025 Upgraded 😍 1 free hour

    Can’t recommend them enough. More than a 10/10 experience. Blew us away with their hospitality. Andy was amazing and completely matched our energy for my sisters bachelorette. So much fun, I’ll be recommending to all my friends and family coming to Miami!

  4. Anthony

    Anthony

    31ft SeaRay Sundancer Luxury Boat Chartering in Grand Cayman

    Captain hot shot is great - his first mate was great. Highly recommend. Boat got switched last min by company he works for, and was clearly the backup not in good shape - but called an upgrade because it was longer, but that was a silly pitch - had torn seats and not well maintained

  5. SO

    Stephen

    31ft SeaRay Sundancer Luxury Boat Chartering in Grand Cayman

    This was the highlight of our trip. Captain Bryan and his first mate Ryan were fantastic. They took us to all the places we wanted and were very easy going. They knew a great detail about every stop and spun some history and facts about the area. We’d use them again for sure!

  6. JR

    Jenna

    31ft SeaRay Sundancer Luxury Boat Chartering in Grand Cayman

    The crew was amazing! This experience was so magical. We got to swim with sting rays, see star fish, visit rum point, and drive the jet ski around at sunset. We had two young kids on the trip, and both members of the crew were incredibly accommodating, helpful and patient. Most people on the trip said this excursion was the overall highlight of our Grand Cayman trip. 10/10 recommend!