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All listings in Caribbean

Amazing houseboat rentals in the Caribbean.

4.8
(510 Reviews)

Page 2 of 6 • 129 listings

57ft Catamaran Power in La Romana Country House
Overnight in La Romana · 22 guests

57ft Catamaran Power in La Romana Country House

New
$2,700/day
Charter 62' Azimut Fly Bridge Luxury Yacht in Miami, Florida
Events in Miami · 12 guests

Charter 62' Azimut Fly Bridge Luxury Yacht in Miami, Florida

5.0
$600+/hour
Cruise Miami in Style aboard 55ft Azimut Yacht for 13 Guests
Events in Miami · 13 guests

Cruise Miami in Style aboard 55ft Azimut Yacht for 13 Guests

New
Superowner
Best of 2026
$550/hour
Stunning 108ft Sunseeker Luxury Mega Yacht Charter with Captain and Crew
Events in Miami · 13 guests

Stunning 108ft Sunseeker Luxury Mega Yacht Charter with Captain and Crew

New
Superowner
Best of 2026
$1,250/hour
60ft Prestige Yacht to Explore Miami!
Events in Miami Beach · 13 guests

60ft Prestige Yacht to Explore Miami!

New
Superowner
Best of 2026
$520/hour
Elegant and Spacious 62' Princess Luxury Yacht serving Boca Raton, FL
Events in Boca Raton · 12 guests

Elegant and Spacious 62' Princess Luxury Yacht serving Boca Raton, FL

5.0
$1,250/hour
100' Princess Yacht with Tender, Seabobs, and Snorkel Gear in the Bahamas
Events in Nassau · 12 guests

100' Princess Yacht with Tender, Seabobs, and Snorkel Gear in the Bahamas

New
$1,450+/hour
 💥 96' Ferretti + 1 FREE Extra Hour in Cartagena, Colombia 💥
Events in Cartagena · 16 guests

💥 96' Ferretti + 1 FREE Extra Hour in Cartagena, Colombia 💥

5.0
Superowner
Best of 2026
$1,142+/hour
Instant Book
40ft Catamaran Houseboat with Water Slide, Bedroom and Kitchen
Powerboats in Guatapé · 20 guests

40ft Catamaran Houseboat with Water Slide, Bedroom and Kitchen

New
$200/hour
51ft Beneteau Cyclades Crewed Sailing Charter in St. John, U.S. Virgin Islands
Sailing in St. John · 8 guests

51ft Beneteau Cyclades Crewed Sailing Charter in St. John, U.S. Virgin Islands

New
$1,990/day
50ft Luxury Catamaran – Rose Island, Gilligan’s Island & Green Cay
Sailing in Nassau · 12 guests

50ft Luxury Catamaran – Rose Island, Gilligan’s Island & Green Cay

5.0
$1,375/hour
Manhattan 80ft | Luxury Miami Yacht Charter | Spacious Flybridge, VIP Experience
Events in Miami · 14 guests

Manhattan 80ft | Luxury Miami Yacht Charter | Spacious Flybridge, VIP Experience

New
$500/hour
Luxury Charter In 95ft Mangusta "Houdini" In Miami
Events in Miami Beach · 13 guests

Luxury Charter In 95ft Mangusta "Houdini" In Miami

New
Superowner
Best of 2026
$450/hour
Charter this Huge 100' Azimut Mega Yacht with Jacuzzi! Miami, FL
Events in Miami · 12 guests

Charter this Huge 100' Azimut Mega Yacht with Jacuzzi! Miami, FL

3.0
Superowner
$2,000/hour
65ft Numarine Motor Yacht Experience at River Landing Marina
Events in Miami · 13 guests

65ft Numarine Motor Yacht Experience at River Landing Marina

New
Superowner
Best of 2026
$300/hour
Cruise Biscayne Bay Aboard 90ft Sport Yacht with Jacuzzi, Coconut Grove, Miami
Events in Miami · 12 guests

Cruise Biscayne Bay Aboard 90ft Sport Yacht with Jacuzzi, Coconut Grove, Miami

New
$1,250/hour
Luxury 52 Catamaran With  AC - Price include 2 People
Sailing in Guna Yala Comarca · 8 guests

Luxury 52 Catamaran With AC - Price include 2 People

5.0
$2,700/day
68' Azimut Fly 68 Yacht with Jacuzzi & Captain for Celebrations in Miami Beach
Events in Miami Beach · 12 guests

68' Azimut Fly 68 Yacht with Jacuzzi & Captain for Celebrations in Miami Beach

New
$700/hour
40ft Private Party Boat | Up to 35 pax | Bathroom | Santa Marta y Parque Tayrona
Tours in Santa Marta · 35 guests

40ft Private Party Boat | Up to 35 pax | Bathroom | Santa Marta y Parque Tayrona

New
$1,250/day
Miami Beach: Enjoy our Luxurious 2019 Silverton 45ft with Flybridge!
Events in Miami Beach · 13 guests

Miami Beach: Enjoy our Luxurious 2019 Silverton 45ft with Flybridge!

New
$1,600/hour
Sailing Cruise Guadeloupe to Martinique on Beneteau Oceanis 440
Sailing in Les Abymes · 10 guests

Sailing Cruise Guadeloupe to Martinique on Beneteau Oceanis 440

New
$223/day
Weekly Caribbean Sailing Cruise from Saint Lucia on 44ft Beneteau Yacht
Sailing in Rodney Bay · 6 guests

Weekly Caribbean Sailing Cruise from Saint Lucia on 44ft Beneteau Yacht

New
$1,116/day
60ft Leopard Powercat with Captain and Jet Skis on Biscayne Bay, Miami Beach
Powerboats in Miami Beach · 13 guests

60ft Leopard Powercat with Captain and Jet Skis on Biscayne Bay, Miami Beach

New
Superowner
Best of 2026
$600+/hour
💥166’ Trinity + 2 FREE Jetskis in Miami, Florida💥
Events in Miami Beach · 13 guests

💥166’ Trinity + 2 FREE Jetskis in Miami, Florida💥

New
Superowner
Best of 2026
$2,179/hour
Instant Book

Houseboat Reviews in Caribbean

  1. JM

    Jonathan

    Elegant and Spacious 62' Princess Luxury Yacht serving Boca Raton, FL

    Very accurate listing. The yacht is immaculate. Well maintained vessel. Spacious areas to congregate both on the interior, bow and stern. Excellent communication with Robert and the crew. Wonderful and attentive crew. From the start, we expected that this would be a first-class experience. Our expectations were exceeded.

  2. DP

    Dawn

    Luxury 52 Catamaran With AC - Price include 2 People

    ⭐⭐⭐⭐⭐ An unforgettable experience in San Blas, Panama! The Italian-owned boat exceeded all expectations. The food was divine, reflecting true Italian finesse, and the service was impeccable. Every moment aboard was filled with warmth, comfort, and authentic hospitality. A must-try for anyone seeking a remarkable sailing adventure in paradise!

  3. PG

    Paul

    50ft Luxury Catamaran – Rose Island, Gilligan’s Island & Green Cay

    If you have the chance to book this charter. DO IT! 5* service all around! What a special day. Cannot recommend this charter more!

  4. JC

    James

    💥 96' Ferretti + 1 FREE Extra Hour in Cartagena, Colombia 💥

    A wonderful boat to sail on and the crew is excellent. I would highly recommend the private chef.

  5. Brandon

    Brandon

    Charter 62' Azimut Fly Bridge Luxury Yacht in Miami, Florida

    The captain and crew were amazing. I would 1000% recommend.