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Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(23,853 Reviews)

Page 43 of 1283,061 listings

Awesome and Spacious Sea Ray 55’ 2009 Motor Yacht Rental in Fajardo, Puerto Rico
Events in Fajardo · 12 guests

Awesome and Spacious Sea Ray 55’ 2009 Motor Yacht Rental in Fajardo, Puerto Rico

5.0
$800/hour
Full Day Aboard MV Hydra Luxury Power Catamaran
Powerboats in St. Thomas · 12 guests

Full Day Aboard MV Hydra Luxury Power Catamaran

5.0
$1,795/day
Miami Escape – 60ft Azimut Flybridge Luxury Yacht Experience
Events in Miami · 13 guests

Miami Escape – 60ft Azimut Flybridge Luxury Yacht Experience

5.0
$185/hour
Exclusive Private Yacht Snorkeling, Natural Sea Pool, Wild Beach, Book Now!
Events in Cabarete · 100 guests

Exclusive Private Yacht Snorkeling, Natural Sea Pool, Wild Beach, Book Now!

New
Superowner
Best of 2026
$17/hour
Enjoy Miami in our 64ft Azimut Flybridge Power Mega Yacht
Events in Miami Beach · 13 guests

Enjoy Miami in our 64ft Azimut Flybridge Power Mega Yacht

New
Superowner
Best of 2026
$400/hour
Instant Book
Discover the Island's, South Paradise aboard our Bayliner 2659 Rendezvous Boat!!
Powerboats in Salinas · 6 guests

Discover the Island's, South Paradise aboard our Bayliner 2659 Rendezvous Boat!!

5.0
$150/hour
Luxury Yacht Party On Board 57’ Fairline Flybridge
Events in Miami · 12 guests

Luxury Yacht Party On Board 57’ Fairline Flybridge

5.0
$240+/hour
23ft Godfrey Marine "White Pearl" Charter in Naples. FL
Powerboats in Naples · 10 guests

23ft Godfrey Marine "White Pearl" Charter in Naples. FL

5.0
$300/hour
Ultimate Day Sailing Charter Onboard 40' Baba Sailboat in St. Thomas
Sailing in St. Thomas · 6 guests

Ultimate Day Sailing Charter Onboard 40' Baba Sailboat in St. Thomas

5.0
$220/hour
28ft mako for private charter in nassau bahamas
Powerboats in Nassau · 15 guests

28ft mako for private charter in nassau bahamas

5.0
$250/hour
 26’ Sea Ray Sundeck for 11 people, In Miami, Florida
Powerboats in Miami · 11 guests

26’ Sea Ray Sundeck for 11 people, In Miami, Florida

5.0
Superowner
$100/hour
Private Boat Rental and Tour of Rincon and Western Puerto Rico
Fishing in Rincon · 6 guests

Private Boat Rental and Tour of Rincon and Western Puerto Rico

4.7
$156+/hour
Cap Cana Private yacht sandbar & snorkel - Cap Cana, Punta Cana
Powerboats in Punta Cana · 18 guests

Cap Cana Private yacht sandbar & snorkel - Cap Cana, Punta Cana

4.6
Superowner
$190/hour
Luxury Sailing Catamaran Charter in Fajardo, Puerto Rico
Sailing in Fajardo · 19 guests

Luxury Sailing Catamaran Charter in Fajardo, Puerto Rico

5.0
$450/hour
65ft Sea Ray Motor Yacht in Miami
Events in Miami · 13 guests

65ft Sea Ray Motor Yacht in Miami

New
Superowner
Best of 2026
$300/hour
37 Foot Intrepid Center Console for 12 People in St John, U.S. Virgin Islands
Powerboats in Cruz Bay · 12 guests

37 Foot Intrepid Center Console for 12 People in St John, U.S. Virgin Islands

5.0
$1,350/day
35ft Contender Side Console
Powerboats in Nassau · 8 guests

35ft Contender Side Console

New
$650/hour
Miami River Escape – 82ft Sunseeker Luxury Yacht Experience
Events in Miami · 17 guests

Miami River Escape – 82ft Sunseeker Luxury Yacht Experience

New
Superowner
$350/hour
Cobalt R5 Bowrider Boat Rental In George Town, Cayman Islands
Powerboats in George Town · 8 guests

Cobalt R5 Bowrider Boat Rental In George Town, Cayman Islands

5.0
$288+/hour
Charter 42' Whistle Wind Motor Yacht in Port of Spain, Trinidad and Tobago
Events in Trinidad and Tobago · 20 guests

Charter 42' Whistle Wind Motor Yacht in Port of Spain, Trinidad and Tobago

5.0
$910/day
Sailing Charters On 37' Hunter Legend Cruising Monohull In Virgin Islands
Sailing in Charlotte Amalie West · 6 guests

Sailing Charters On 37' Hunter Legend Cruising Monohull In Virgin Islands

5.0
$210/hour
Charter 80' Ferretti Power Mega Yacht in Miami, Florida
Events in Aventura · 13 guests

Charter 80' Ferretti Power Mega Yacht in Miami, Florida

5.0
$1,000/hour
Experience Miami in 64ft Pershing Yacht
Events in Miami · 13 guests

Experience Miami in 64ft Pershing Yacht

New
Superowner
Best of 2026
$500/hour
Visit Saona Island and Natural Pool renting our yacht from Punta Cana
Events in Punta Cana · 12 guests

Visit Saona Island and Natural Pool renting our yacht from Punta Cana

5.0
$2,120/day

Caribbean Reviews

  1. KI

    Katie

    Discover the Island's, South Paradise aboard our Bayliner 2659 Rendezvous Boat!!

    We had the best day with CayTrips. Being out on the water with our own boat felt easy and fun from start to finish. It was just the three of us celebrating a birthday, and Captain Oscar and First Mate Allie made it special. They were warm, attentive, and genuinely cared about every detail - and were flexible with the itinerary. They had fresh fruit, drinks, and sandwiches ready for us. Then they surprised the birthday boy with cupcakes and got everyone singing. Such a thoughtful touch. The boat was incredibly spacious, more than enough room for our group and plenty of space for a larger group too. A perfect day on the water. We will be talking about this one for a long time.

  2. HM

    Heather

    23ft Godfrey Marine "White Pearl" Charter in Naples. FL

    We had an amazing day on the water with Bryant as our captain. He was a fabulous DJ, super friendly and knowledgeable. The boat comfortably fit 9 of us. It was Everything we were looking for in our boating experience. We can't wait to come back again!

  3. HR

    Hank

    28ft mako for private charter in nassau bahamas

    We had the most perfect day! We did a private tour, just my husband and I, TJ and Niko were amazing! Couldn’t have asked for a better experience. We plan to come back in July and bring our kids, we will be booking again and asking specifically for TJ and Niko!

  4. ML

    Martin

    Private Boat Rental and Tour of Rincon and Western Puerto Rico

    We had a terrific day with Frank on his boat touring and snorkeling. He was very communicative organizing our trip and worked hard to make sure everyone felt comfortable, safe and on vacation. We visited two great snorkeling sotes; Frank was very knowledgeable on snorkeling and dive sites as well as fishing and surfing destinations We’d happily come back to experience more of Puerto Rico from the sea with Frank. Frank is a very experienced captain. All five of us enjoyed his company, his professionalism - and his very comfortable boat.

  5. Avri

    Avri

    Cap Cana Private yacht sandbar & snorkel - Cap Cana, Punta Cana

    My boyfriend and I had a great time on this boat. It was the perfect balance between attentiveness and privacy. We first went sailing along the coast near the marina, then scuba diving, and finally to a really beautiful “natural pool” which was crystal clear and the perfect way to end the trip. It was very fun and they had a Bluetooth speaker for us to sync our music. Carlos and José were awesome captains. We would definitely do this again.

  6. Dana

    Dana

    Luxury Sailing Catamaran Charter in Fajardo, Puerto Rico

    Gabriela and her team are incredible! I’m happy to share that our experience was absolutely phenomenal from start to finish. East Island Excursions was incredibly professional and accommodating throughout the entire planning process. Communication was seamless, check-in was a breeze, and everything ran so smoothly on the day of our excursion. The boat itself was stunning and made the perfect backdrop for my sister’s bachelorette party—truly unforgettable. Most of all, the crew was exceptional. They were warm, welcoming, and attentive to every detail, making us feel so well taken care of. They genuinely went above and beyond to make the day feel special, and it showed in every interaction. We couldn’t have asked for a better experience and would absolutely recommend both Getmyboat and East Island Excursions to anyone looking for a memorable, stress-free adventure on the water. Thank you again for such a wonderful experience! Warmly, Dana