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Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(25,138 Reviews)

Page 80 of 141 • 3,373 listings

Cruise Miami in Luxury Aboard Our 45ft Azimut!
Events in Aventura · 13 guests

Cruise Miami in Luxury Aboard Our 45ft Azimut!

New
Superowner
Best of 2026
$350/hour
🟢🍾Champagne, Connections & Coastal Views: A Private Yacht Escape☀️
Powerboats in La Romana · 70 guests

🟢🍾Champagne, Connections & Coastal Views: A Private Yacht Escape☀️

5.0
Superowner
Best of 2026
$17/hour
27ft Four Winns Deck Boat
Powerboats in Miami Beach · 8 guests

27ft Four Winns Deck Boat

New
Superowner
Best of 2026
$110/hour
50' Cruising Catamaran in Casa de Campo, La Romana
Powerboats in La Romana · 20 guests

50' Cruising Catamaran in Casa de Campo, La Romana

New
$2,395/day
Private Saona Island All-Inclusive Catamaran for Up to 60 Guests
Powerboats in Punta Cana · 60 guests

Private Saona Island All-Inclusive Catamaran for Up to 60 Guests

New
$325/hour
Instant Book
46' Monohull Sailing Private Charter in Charlotte Amalie
Sailing in St. Thomas · 6 guests

46' Monohull Sailing Private Charter in Charlotte Amalie

New
$200/hour
Explore South Florida with our Rinker Q3 Bowrider in Hollywood Beach FL
Powerboats in Hollywood · 12 guests

Explore South Florida with our Rinker Q3 Bowrider in Hollywood Beach FL

New
Superowner
$49+/hour
33' Jeanneau Leader Motor Yacht Available In Miami Beach, Florida
Events in Miami Beach · 8 guests

33' Jeanneau Leader Motor Yacht Available In Miami Beach, Florida

New
$450/hour
Enjoy 30FT PROLINE Boat in Miami!
Powerboats in Miami · 13 guests

Enjoy 30FT PROLINE Boat in Miami!

New
Superowner
Best of 2026
$175/hour
Luxury 60ft Chaparral Yacht in Punta Cana | 5-Star Crew & Captain Included
Powerboats in Bávaro · 50 guests

Luxury 60ft Chaparral Yacht in Punta Cana | 5-Star Crew & Captain Included

New
Superowner
Best of 2026
$17/hour
Punta Cana Sunset Catamaran Cruise with BBQ, Champagne & Music
Sailing in Bávaro · 70 guests

Punta Cana Sunset Catamaran Cruise with BBQ, Champagne & Music

New
$500/hour
Instant Book
Cruising Catamaran Rental in Sosua, Puerto Plata
Powerboats in Sosúa · 80 guests

Cruising Catamaran Rental in Sosua, Puerto Plata

New
Superowner
Best of 2026
$184/hour
Have an amazing time in Cartagena, Colombia on Vitek 74 Power Mega Yacht
Events in Cartagena · 25 guests

Have an amazing time in Cartagena, Colombia on Vitek 74 Power Mega Yacht

New
Superowner
$15,700/day
Private Deep Sea Fishing Adventure with Open Bar & More
Fishing in Montego Bay · 6 guests

Private Deep Sea Fishing Adventure with Open Bar & More

New
$550/hour
Private Luminous Lagoon Tour Experience Falmouth Jamaica
Tours in Falmouth · 10 guests

Private Luminous Lagoon Tour Experience Falmouth Jamaica

New
$1,000/hour
Visit Saona or Catalina Island in this 48 feet yacht
Events in Punta Cana · 12 guests

Visit Saona or Catalina Island in this 48 feet yacht

New
$2,725/day
Swim with Turtles Aboard 35' Contender to Icacos, PaIomino island, Fajardo, PR
Powerboats in Fajardo · 12 guests

Swim with Turtles Aboard 35' Contender to Icacos, PaIomino island, Fajardo, PR

New
$300/hour
70ft Gianetti Mega Yacht In Miami - 4 Hours Minimum
Events in Miami · 13 guests

70ft Gianetti Mega Yacht In Miami - 4 Hours Minimum

New
Superowner
Best of 2026
$400/hour
42' Luxury Catamaran Sailboat
Sailing in Miami · 12 guests

42' Luxury Catamaran Sailboat

New
$300/hour
29' Center Console Rental In Bolívar, Colombia
Powerboats in Cartagena · 8 guests

29' Center Console Rental In Bolívar, Colombia

New
$591/day
Rosario Islands Private Tour – 28ft Speedboat Charter for 4 Guests
Powerboats in Cartagena · 4 guests

Rosario Islands Private Tour – 28ft Speedboat Charter for 4 Guests

New
$108/hour
Captained Motor Yacht in Punta Cana
Events in Punta Cana · 16 guests

Captained Motor Yacht in Punta Cana

New
$4,053/day
Premium Blackfin 272DC | Cruising, Fishing, Sandbar & Family Trips
Powerboats in Fort Lauderdale · 8 guests

Premium Blackfin 272DC | Cruising, Fishing, Sandbar & Family Trips

New
$100+/hour
78' Sunseeker Luxury Yacht with Captain – 4 Cabins, Swim Platform, Miami Charter
Events in Miami · 12 guests

78' Sunseeker Luxury Yacht with Captain – 4 Cabins, Swim Platform, Miami Charter

New
Superowner
$875/hour

Caribbean Reviews

  1. TL

    Tanya

    46' Monohull Sailing Private Charter in Charlotte Amalie

    Captain Fancy and Lindsey were awesome!! We loved every minute of it. Pedro the pirate dog was so sweet. I would post pictures but not sure how. I don’t see an option.