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Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(23,713 Reviews)

Page 21 of 1283,057 listings

2.5hr Catamaran Experience Montego Bay
Powerboats in Montego Bay · 30 guests

2.5hr Catamaran Experience Montego Bay

5.0
Superowner
$995/hour
Private Sailing Full Day Charter - Fajardo, Puerto Rico
Sailing in Fajardo · 6 guests

Private Sailing Full Day Charter - Fajardo, Puerto Rico

5.0
$1,995/day
*ONLY NIGHT* sailing in Cartagena Bay.for parties with DJs For 20 passengers
Events in Cartagena · 20 guests

*ONLY NIGHT* sailing in Cartagena Bay.for parties with DJs For 20 passengers

5.0
Superowner
$250/hour
Beautiful 41' Sea Ray Sundancer For Charter In Naples, FL
Powerboats in Naples · 7 guests

Beautiful 41' Sea Ray Sundancer For Charter In Naples, FL

5.0
$390/hour
Explore The Gulf of America in Bonita Springs & FMB on Our 21ft Searay Bowrider!
Powerboats in Bonita Springs · 11 guests

Explore The Gulf of America in Bonita Springs & FMB on Our 21ft Searay Bowrider!

5.0
$60+/hour
Experience Azimut Jumbo 100ft with jacuzzi!!
Events in Miami · 13 guests

Experience Azimut Jumbo 100ft with jacuzzi!!

5.0
Superowner
Best of 2026
$1,050/hour
Let's go Sailing in Miami!
Sailing in Miami · 6 guests

Let's go Sailing in Miami!

5.0
$45+/hour
Luxury Cabin Cruiser Yacht for Charter
Events in Montego Bay · 14 guests

Luxury Cabin Cruiser Yacht for Charter

5.0
$400/hour
Exclusive boat rental, best value! Sea Ray 440 Express Bridge Yacht
Events in Oranjestad-East · 15 guests

Exclusive boat rental, best value! Sea Ray 440 Express Bridge Yacht

5.0
Superowner
$530/hour
Limited Availability
Enjoy MAXUM 46ft "Pink Lady" in Miami!
Events in Miami · 13 guests

Enjoy MAXUM 46ft "Pink Lady" in Miami!

5.0
Superowner
Best of 2026
$244/hour
Instant Book
European-Style Saxdor 270 GTO Rental in Miami!
Events in Miami · 10 guests

European-Style Saxdor 270 GTO Rental in Miami!

5.0
$148+/hour
Instant Book
 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
Janise Sailing Afternoon Charter - Fajardo, Puerto Rico 🇵🇷
Sailing in Fajardo · 6 guests

Janise Sailing Afternoon Charter - Fajardo, Puerto Rico 🇵🇷

4.9
$995/day
Cruiser Yacht 38 GLS Luxury Charter Day Boat! RATE IS ALL INCLUSIVE!
Events in Naples · 12 guests

Cruiser Yacht 38 GLS Luxury Charter Day Boat! RATE IS ALL INCLUSIVE!

5.0
$550+/hour
Catamaran For Groups in Puerto Plata
Powerboats in Barrio Las Yaguitas · 60 guests

Catamaran For Groups in Puerto Plata

5.0
Superowner
Best of 2026
$200/hour
SeaRay 52'Captain/Fuel/Ice/Water Included Boca/Deerfield/Pompano/Fort Lauderdale
Events in Pompano Beach · 13 guests

SeaRay 52'Captain/Fuel/Ice/Water Included Boca/Deerfield/Pompano/Fort Lauderdale

5.0
Superowner
Best of 2026
$350/hour
6 Person 22' Mako Center Console Rental in Key Largo
Powerboats in Key Largo · 6 guests

6 Person 22' Mako Center Console Rental in Key Largo

5.0
$75/hour
Exclusive Private boat rental to any occasion in punta cana🥳
Events in El Cortecito · 30 guests

Exclusive Private boat rental to any occasion in punta cana🥳

New
Superowner
Best of 2026
$10/hour
Offshore Thrills on a 32ft Regulator – Reel in the Adventure!
Fishing in George Town · 10 guests

Offshore Thrills on a 32ft Regulator – Reel in the Adventure!

New
$400/hour
SunTracker Pontoon Boat Rental in Hollywood, Sunny Isles & Hallandale
Powerboats in Sunny Isles Beach · 10 guests

SunTracker Pontoon Boat Rental in Hollywood, Sunny Isles & Hallandale

5.0
$50/hour
Experience Miami: 24FT NAUTIC STAR! Inquire Now!
Powerboats in North Bay Village · 8 guests

Experience Miami: 24FT NAUTIC STAR! Inquire Now!

5.0
Superowner
Best of 2026
$150/hour
Limited Availability
Incredible 45' Sea Ray in Haulover sandbar!!
Events in Sunny Isles Beach · 13 guests

Incredible 45' Sea Ray in Haulover sandbar!!

5.0
$115+/hour
🏆🎉LUXURY YACHT RENTED BY OWNER- Best 2025- 2026 Awards TOTALLY PRIVATE 🎉
Events in Verón · 100 guests

🏆🎉LUXURY YACHT RENTED BY OWNER- Best 2025- 2026 Awards TOTALLY PRIVATE 🎉

4.8
Superowner
Best of 2026
$50/hour
Limited Availability
Swim with Pigs, Snorkel, Visit Turtles & Beach Adventure - Ultimate Boat Tour!
Powerboats in Nassau · 10 guests

Swim with Pigs, Snorkel, Visit Turtles & Beach Adventure - Ultimate Boat Tour!

5.0
$200/hour

Caribbean Reviews

  1. EN

    Eugenie

    Swim with Pigs, Snorkel, Visit Turtles & Beach Adventure - Ultimate Boat Tour!

    We had an absolutely amazing day on the boat! Bobby and Cameron were fantastic hosts and took exceptional care of us from start to finish. They made sure we had a great experience, were incredibly friendly, knowledgeable, and went above and beyond to make the day special. We got to see so many incredible places, and the entire trip was perfectly organized and relaxed. Their hospitality and professionalism truly made all the difference.

  2. DW

    David

    Swim with Pigs, Snorkel, Visit Turtles & Beach Adventure - Ultimate Boat Tour!

    We had a great time. We had a party of nine and the crew took great care of us. Communication was great. They answered the questions we had before the trip. The boat ride the equipment, everything was wonderful. We will definitely be reaching out next year to book another trip when we come back.

  3. Olumide

    Olumide

    Swim with Pigs, Snorkel, Visit Turtles & Beach Adventure - Ultimate Boat Tour!

    The captain and crew camron, kevin and amar were awesome did exactly what we wanted to do snorkeling sightseeing, private beach and sandbar, had a lot of time very friendly crew, best private charter!!

  4. NP

    Nicholas

    6 Person 22' Mako Center Console Rental in Key Largo

    Although he has an awkward stare you can tell he has a kind heart and really enjoys taking care of his customers. I would definitely use him again and the snorkeling down in the keys is really unforgettable.

  5. EZ

    Eduardo

    Swim with Pigs, Snorkel, Visit Turtles & Beach Adventure - Ultimate Boat Tour!

    We took a five hours trip with David and his crew and we had an amazing time. Selected spots were incredibly beautiful, great snorkeling, breath taking beaches. All was really great. My kids and I really enjoyed it.

  6. WS

    Warren

    Swim with Pigs, Snorkel, Visit Turtles & Beach Adventure - Ultimate Boat Tour!

    We just spent a picture perfect day with Captain Cameron and First Mate Lina! We couldn't have asked for a better day. Our request was for beautiful scenery, snorkeling, beach adventure, and a nice lunch in paradise. All of this was delivered! Logistically and equipment-wise, Capt. Cameron and his team ran like a veteran outfit. The boat is (I believe) 27' and has plenty of shaded space and space for sunning -- and offered a nice smooth ride even at speed. We had a pair of older guests who had no problems from entry to exit. At first, from the pictures, I wondered if the shaded area would be limited...but we were comfortably shaded from the sun. Also, they were the only organization with which we dealt that offered transportation from Baha Mar (in a one-stop manner) and everything ran smoothly. Another differentiator was having a first mate that assisted. We had all our needs attended sometimes before we thought about them. Also we were able to have photos and videos taken for us and an underwater guide when requested. This is a nice extra touch. From end-to-end, our group (from younger children to elderly adults) found the tour seamless, comfortable, and unforgettable. Again, we had a picture-perfect day that we will always remember!