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Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(25,134 Reviews)

Page 38 of 141 • 3,368 listings

Guided Offshore Fishing Trips in Boca Raton, Florida!
Fishing in Boca Raton · 6 guests

Guided Offshore Fishing Trips in Boca Raton, Florida!

4.9
$150/hour
🤩🔥SPRING BREAK 2024🛥Rent A Luxury Motor Yacht in Sosúa,puerto Plata 🎊🔥🛥
Events in Sosúa · 20 guests

🤩🔥SPRING BREAK 2024🛥Rent A Luxury Motor Yacht in Sosúa,puerto Plata 🎊🔥🛥

5.0
$75/hour
Scorpio 30 Motor Yacht for rent in Casa de Campo, La Romana
Events in La Romana · 6 guests

Scorpio 30 Motor Yacht for rent in Casa de Campo, La Romana

5.0
$1,400/day
Private Sport Yacht Charter
Events in Fort Lauderdale · 6 guests

Private Sport Yacht Charter

5.0
$250/hour
60'  Luxury Boat, The Most Elegant 2020
Events in Miami Beach · 13 guests

60' Luxury Boat, The Most Elegant 2020

4.9
Superowner
$200/hour
60' Mega yacht Miami , Florida!
Powerboats in Miami · 13 guests

60' Mega yacht Miami , Florida!

3.9
Superowner
$200/hour
66' Azimut Mega Yacht Chartering Miami Beach, Florida
Events in Miami Beach · 13 guests

66' Azimut Mega Yacht Chartering Miami Beach, Florida

5.0
$663+/hour
Super Yacht Charter 115’ Horizon Elegance in Miami, Florida
Events in Miami Beach · 13 guests

Super Yacht Charter 115’ Horizon Elegance in Miami, Florida

New
Superowner
Best of 2026
$790+/hour
Punta Cana Luxury Private Party Yacht Charter with Snorkeling & Natural Sandbar
Events in Uvero Alto · 70 guests

Punta Cana Luxury Private Party Yacht Charter with Snorkeling & Natural Sandbar

3.7
Superowner
Best of 2026
$17/hour
Limited Availability
Miami’s Newest Pink Yacht!! 45ft Sea Ray - Havin’ Fun
Events in Miami · 13 guests

Miami’s Newest Pink Yacht!! 45ft Sea Ray - Havin’ Fun

New
Superowner
Best of 2026
$109/hour
50' Luxury Flybridge Yacht Charter in Miami - 13 Guests
Events in Miami · 13 guests

50' Luxury Flybridge Yacht Charter in Miami - 13 Guests

5.0
$150+/hour
65FT WARRIOR FLYBRIDGE in Miami!!
Events in Florida · 13 guests

65FT WARRIOR FLYBRIDGE in Miami!!

New
Superowner
Best of 2026
$384+/hour
Explore Fort Lauderdale on 65FT FLYBRIDGE!
Events in Fort Lauderdale · 13 guests

Explore Fort Lauderdale on 65FT FLYBRIDGE!

3.5
Superowner
Best of 2026
$400/hour
Instant Book
Montego Bay Private Champagne Sunset Catamaran Cruise
Powerboats in Montego Bay · 4 guests

Montego Bay Private Champagne Sunset Catamaran Cruise

New
$1,500/hour
24' Monterrey M225 Private Boat Tour Miami-Sandbar, Skyline & Millionaire's Row-
Powerboats in Miami · 8 guests

24' Monterrey M225 Private Boat Tour Miami-Sandbar, Skyline & Millionaire's Row-

4.9
$65/hour
Amazing Private Snorkel Charter to Reefs of Rincon and Desecheo Island
Powerboats in Rincón · 6 guests

Amazing Private Snorkel Charter to Reefs of Rincon and Desecheo Island

5.0
$155+/hour
All Inclusive 67' Fountaine Pajot Catamaran for Day and Overnight Charter
Sailing in Nassau · 24 guests

All Inclusive 67' Fountaine Pajot Catamaran for Day and Overnight Charter

5.0
$1,050/hour
Jet Ski Rentals, Free Boat Ride Included In Miami
Water Sports in Miami · 2 guests

Jet Ski Rentals, Free Boat Ride Included In Miami

5.0
$150/hour
Private Fishing Charters Aboard a 30ft Scarab in Nassau, Bahamas!
Fishing in Nassau · 12 guests

Private Fishing Charters Aboard a 30ft Scarab in Nassau, Bahamas!

New
$300/hour
Snorkel, Sandbar, and Fish on a Cobia 28 Center Console with Captain Brad
Powerboats in Marathon · 6 guests

Snorkel, Sandbar, and Fish on a Cobia 28 Center Console with Captain Brad

5.0
$150/hour
45ft Meridian Yacht Charter in Miami with Captain, Snorkel Gear and Water Toys
Events in Miami · 13 guests

45ft Meridian Yacht Charter in Miami with Captain, Snorkel Gear and Water Toys

4.0
$250/hour
Great Charter in Bolívar - Well Maintained Bravo 38 Center Console
Powerboats in Cartagena · 16 guests

Great Charter in Bolívar - Well Maintained Bravo 38 Center Console

5.0
Superowner
$125/hour
Sunset Cruise in San Juan Puerto Rico
Sailing in San Juan · 6 guests

Sunset Cruise in San Juan Puerto Rico

5.0
Superowner
$353/hour
Lagoon 400 18 People Cruising Catamaran In Cartagena, Colombia
Sailing in Cartagena · 18 guests

Lagoon 400 18 People Cruising Catamaran In Cartagena, Colombia

5.0
$1,700/day

Caribbean Reviews

  1. JS

    Jason

    Snorkel, Sandbar, and Fish on a Cobia 28 Center Console with Captain Brad

    Brad was a wonderful host. We had a great time on the water. My family and I look forward to coming back again in the future.

  2. AF

    Allison

    All Inclusive 67' Fountaine Pajot Catamaran for Day and Overnight Charter

    What a day! That’s the best way I can describe this incredible experience. True Story is a true gem. Our crew, Steven our captain and Cecilia and Bianca made this a trip to remember. From the moment we boarded to the moment we left. We booked this trip for my mom’s 80th birthday. We had ages 21-80 and everyone fully enjoyed. From relaxing in the sun, to snorkeling, jet skiing, paddle boarding, walking on private beaches, and we even had a few try the E-Foil. It was constant fun! And I can’t say enough about the food. Beautiful, healthy and super yummy. We did not leave hungry. This was truly an experience of a lifetime and again, it would not have been the same without this incredible crew. We hope to be back to the Bahamas and we would 100% book this again. Thank you from the bottom of our hearts, True Story crew!

  3. NA

    Nathalia

    24' Monterrey M225 Private Boat Tour Miami-Sandbar, Skyline & Millionaire's Row-

    The whole experience was amazing and a blast. We planned last minute and everything went super smoothly and the crew greeted us in a very nice way. The captain (Luca) was the best captain we’ve had in Miami, really nice and kind and treated us amazing. We would definitely pick Luca again, he even freestyled and sang with us, let us have our music, and took us everywhere we wanted. All around an amazing night, thank you so much Luca! PS: He drove amazingly well!

  4. AF

    Aubrey

    24' Monterrey M225 Private Boat Tour Miami-Sandbar, Skyline & Millionaire's Row-

    We had such an amazing time with our group of 6. We all felt super comfortable on the boat and our Captain Matt was fun and laid back, as well as great at being a knowledgeable resource and navigating us through some less-than-ideal weather. So awesome, would book this again in a heartbeat.

  5. Tremayne

    Tremayne

    24' Monterrey M225 Private Boat Tour Miami-Sandbar, Skyline & Millionaire's Row-

    The boat ride was fun and safe, the captain did a great job. He let us listen to our music and vibe out as we explore Miami, he was very informative about the sceneries and he interacted with us. Singing the songs and showing us different places. Best birthday gift ever!

  6. KC

    Kara

    Amazing Private Snorkel Charter to Reefs of Rincon and Desecheo Island

    Frank was a terrific guide! We booked last minute and he accommodated our schedule. We snorkeled in beautiful crystal clear waters, and he took our teenage daughters to a fishing spot where they both caught fish. He cleaned the fish right on the boat, so we could take it home to cook for dinner. Finally, he meandered back slowly near the coastline so we could catch the sunset. Would highly recommend. Thanks, Frank and all our best!