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Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(25,138 Reviews)

Page 76 of 141 • 3,372 listings

50  Luxury Sailing Catamaran in Miami
Sailing in Fort Lauderdale · 12 guests

50 Luxury Sailing Catamaran in Miami

5.0
$330/hour
Luxurious 112' Leopard Mega Yacht in Miami Beach, Florida
Events in Miami Beach · 13 guests

Luxurious 112' Leopard Mega Yacht in Miami Beach, Florida

New
$1,625+/hour
Montego Bay Private Catamaran Cruise with Open Bar & Snorkeling
Sailing in Montego Bay · 60 guests

Montego Bay Private Catamaran Cruise with Open Bar & Snorkeling

New
$4,049/day
42' Meridian Motor Yacht For Rent
Events in La Romana · 14 guests

42' Meridian Motor Yacht For Rent

New
$2,235/day
2023 Crownline E235 SX Mercury 200 HP  with tubing in Cruise Hollywood Beach, FL
Powerboats in Hollywood · 11 guests

2023 Crownline E235 SX Mercury 200 HP with tubing in Cruise Hollywood Beach, FL

New
$150/hour
Enjoy Miami with the Pershing 54ft Motor Yacht
Events in North Miami Beach · 13 guests

Enjoy Miami with the Pershing 54ft Motor Yacht

New
Superowner
Best of 2026
$190/hour
Charter the yacht of your dreams Jeanneau 54 Cruising Monohull in Cartagena
Sailing in Cartagena · 14 guests

Charter the yacht of your dreams Jeanneau 54 Cruising Monohull in Cartagena

New
Superowner
$200/hour
🏆BEST 2025🏆 Private Power Catamaran Rental in Sosúa Big and Small Groups
Powerboats in Sosúa · 60 guests

🏆BEST 2025🏆 Private Power Catamaran Rental in Sosúa Big and Small Groups

New
Superowner
Best of 2026
$183/hour
Regal Open Deck 33ft Private Yacht Charter
Events in Fort Lauderdale · 10 guests

Regal Open Deck 33ft Private Yacht Charter

New
$180+/hour
2-Hour Private Boat Rental for up to 85 Guests in Miami | Skyline Cruise
Events in Miami · 85 guests

2-Hour Private Boat Rental for up to 85 Guests in Miami | Skyline Cruise

5.0
$1,000/hour
Private Sunset Dinner Catamaran Ocho Rios – Jamaican Dinner, Open Bar & DJ
Powerboats in Ocho Rios · 100 guests

Private Sunset Dinner Catamaran Ocho Rios – Jamaican Dinner, Open Bar & DJ

New
$3,590/day
Instant Book
Enjoy 54ft Searay Sundancer In Miami!
Events in Miami · 13 guests

Enjoy 54ft Searay Sundancer In Miami!

New
Superowner
Best of 2026
$170/hour
Instant Book
Gorgeous Leopard 45 Power Catamaran with Dinghy for 25 People In Cartagena
Events in Cartagena · 25 guests

Gorgeous Leopard 45 Power Catamaran with Dinghy for 25 People In Cartagena

New
Superowner
$250/hour
Bahia de las Aguilas- Private Catamaran Cruise
Events in Dominican Republic · 70 guests

Bahia de las Aguilas- Private Catamaran Cruise

New
$750/hour
Cap Cana 36ft Private Catamaran with Sandbar and Snorkel Gear
Powerboats in Punta Cana · 15 guests

Cap Cana 36ft Private Catamaran with Sandbar and Snorkel Gear

New
$185/hour
Instant Book
Explore Miami in 54ft Sea Ray Motor Yacht - Accommodate 13 Guests!
Events in Miami · 13 guests

Explore Miami in 54ft Sea Ray Motor Yacht - Accommodate 13 Guests!

New
Superowner
Best of 2026
$375/hour
Private 47ft Power Catamaran to Saona Island – Full-Day All-Inclusive Experience
Sailing in Los Melones · 35 guests

Private 47ft Power Catamaran to Saona Island – Full-Day All-Inclusive Experience

New
$850/hour
Instant Book
56' Prestige Power Mega Yacht Rental in Miami Beach, Florida
Events in Miami Beach · 6 guests

56' Prestige Power Mega Yacht Rental in Miami Beach, Florida

New
$475+/hour
80' Ferretti Flybridge Power Mega Yacht in Miami Beach
Events in Miami Beach · 6 guests

80' Ferretti Flybridge Power Mega Yacht in Miami Beach

New
$725+/hour
Explore Fort Lauderdale on Sea Lux 50ft Sea Ray!!
Events in Fort Lauderdale · 13 guests

Explore Fort Lauderdale on Sea Lux 50ft Sea Ray!!

New
Superowner
Best of 2026
$250/hour
48ft Custom Motor Yacht in Cartagena for Private Experience
Events in Cartagena · 15 guests

48ft Custom Motor Yacht in Cartagena for Private Experience

New
Superowner
Best of 2026
$400/hour
Elegance at Sea: A Private Yacht Soirée to Connect & Celebrate
Events in Uvero Alto · 100 guests

Elegance at Sea: A Private Yacht Soirée to Connect & Celebrate

New
Superowner
Best of 2026
$15/hour
Explore Ft Lauderdale 2023 Aviaria 38ft!
Events in Fort Lauderdale · 13 guests

Explore Ft Lauderdale 2023 Aviaria 38ft!

New
Superowner
Best of 2026
$200/hour
Cruise In Style On Our Stunning 45ft Azimut In Miami– Perfect For Any Occasion!
Events in Miami · 13 guests

Cruise In Style On Our Stunning 45ft Azimut In Miami– Perfect For Any Occasion!

New
Superowner
Best of 2026
$500/hour

Caribbean Reviews

  1. Margaux

    Margaux

    50 Luxury Sailing Catamaran in Miami

    We had an absolutely amazing experience with this boat charter! From start to finish, everything was seamless, and it was easily one of the highlights of our trip. The boat was beautiful, clean, and exactly as advertised, and there was plenty of space for everyone to relax and enjoy the day. Our captain, Leo, was exceptional. He was professional, friendly, and incredibly accommodating. He made sure we were comfortable throughout the entire trip and did a great job showing us around and finding some beautiful spots to enjoy. He was also super knowledgeable about the area and made the whole experience feel effortless while still being a lot of fun. Leo really went above and beyond to make sure we had an unforgettable day. We had such a great time and would absolutely book with them again. Highly recommend requesting Leo as your captain — he was fantastic!

  2. SA

    Sharon

    50 Luxury Sailing Catamaran in Miami

    Just book it! You will NOT regret it. I promise- it's an amazing experience! The crew (Leornardo and Alina) were awesome and very accommodating! Book with these two!

  3. Blue

    Blue

    50 Luxury Sailing Catamaran in Miami

    Leo and crew were fantastic, and my friends and I had a blast out on the water! Can't wait to do it again.