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Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(25,134 Reviews)

Page 31 of 141 • 3,368 listings

Beautiful 41' Sailing Yacht in Nassau! Small group cruises & private charters.
Sailing in Nassau · 12 guests

Beautiful 41' Sailing Yacht in Nassau! Small group cruises & private charters.

4.7
$252+/hour
Charter our Cruiser Sport 50! Jetski included with 4 hour booking or more.
Events in Miami Beach · 13 guests

Charter our Cruiser Sport 50! Jetski included with 4 hour booking or more.

5.0
$185+/hour
Get ready to explore on the beautiful Bahamian waters aboard 21' Sea Ray Boat
Powerboats in Nassau · 7 guests

Get ready to explore on the beautiful Bahamian waters aboard 21' Sea Ray Boat

5.0
$150/hour
50’ SEA RAY — SPECIAL PROMOTION 🛥️ 1 Jet Ski FREE and 1 hour hour FREE
Events in Miami · 13 guests

50’ SEA RAY — SPECIAL PROMOTION 🛥️ 1 Jet Ski FREE and 1 hour hour FREE

5.0
Superowner
$100/hour
38ft Private Speedboat | Up to 18 | Rosario Islands & Cholón | Bathroom
Powerboats in Cartagena · 18 guests

38ft Private Speedboat | Up to 18 | Rosario Islands & Cholón | Bathroom

4.0
$99/hour
Instant Book
Sunseeker 60ft Luxury Yacht Charter — Palomino & Icacos, Fajardo Puerto Rico
Events in Fajardo · 12 guests

Sunseeker 60ft Luxury Yacht Charter — Palomino & Icacos, Fajardo Puerto Rico

New
$500+/hour
Key West Sandbar Hangout Aboard Sea Ray 250 SDX Yacht
Powerboats in Key West · 6 guests

Key West Sandbar Hangout Aboard Sea Ray 250 SDX Yacht

5.0
$169+/hour
5-Star Vibes: All-Inclusive Captain & Crew - 65ft Ocean Explorer Catamaran
Events in Bávaro · 150 guests

5-Star Vibes: All-Inclusive Captain & Crew - 65ft Ocean Explorer Catamaran

4.2
Superowner
Best of 2026
$10/hour
Luxurious 52ft Sea Ray Flybridge Yacht!
Events in Delray Beach · 12 guests

Luxurious 52ft Sea Ray Flybridge Yacht!

5.0
$350+/hour
82ft  Luxury Sunseeker Predator with 2 Jet Skis included
Events in Miami · 13 guests

82ft Luxury Sunseeker Predator with 2 Jet Skis included

New
Superowner
Best of 2026
$500/hour
Popular 25' Private Party Cruise in Fort Lauderdale - 12 Passengers
Powerboats in Fort Lauderdale · 12 guests

Popular 25' Private Party Cruise in Fort Lauderdale - 12 Passengers

5.0
$171/hour
***1 HR FREE***35ft Luxury Party Boat by Bentley Yachts
Events in Miami Beach · 10 guests

***1 HR FREE***35ft Luxury Party Boat by Bentley Yachts

4.2
Superowner
$177+/hour
2020 Sea Water Pontoon Boat Rental in Miami Beach, Florida
Powerboats in Sunny Isles Beach · 10 guests

2020 Sea Water Pontoon Boat Rental in Miami Beach, Florida

4.8
Superowner
Best of 2026
$200/hour
Two level boat with slide Party Catamaran
Powerboats in El Cortecito · 100 guests

Two level boat with slide Party Catamaran

4.5
Superowner
Best of 2026
$100/hour
2020 21ft Sportsman Open Platinum 212
Powerboats in Boynton Beach · 6 guests

2020 21ft Sportsman Open Platinum 212

5.0
$95/hour
Casa de Campo Pearson 40' for Fishing And Beach Trips!
Events in La Romana · 9 guests

Casa de Campo Pearson 40' for Fishing And Beach Trips!

New
$1,300/day
Punta Cana Deep Sea Fishing – Private 4H Charter from Cap Cana
Fishing in Punta Cana · 8 guests

Punta Cana Deep Sea Fishing – Private 4H Charter from Cap Cana

1.0
$171/hour
Instant Book
Party Like Never Before: Your Exclusive Full-Day Yacht Bash in Punta Cana!
Events in Punta Cana · 80 guests

Party Like Never Before: Your Exclusive Full-Day Yacht Bash in Punta Cana!

2.7
Superowner
Best of 2026
$15/hour
Luxury Private Charter - 50ft Pajot Catamaran | St Martin - Anguilla
Caribbean · 28 guests

Luxury Private Charter - 50ft Pajot Catamaran | St Martin - Anguilla

5.0
$3,100/day
Luxury 51ft Sea Ray Private Yacht Charter in Miami | Up to 13 Guests
Events in Miami · 13 guests

Luxury 51ft Sea Ray Private Yacht Charter in Miami | Up to 13 Guests

5.0
$140/hour
Luxury 55ft Flybridge Yacht in Biscayne Bay
Events in Miami · 13 guests

Luxury 55ft Flybridge Yacht in Biscayne Bay

5.0
$180/hour
Private Key West Charter: Sandbar, Snorkel, Sunset & Reef
Powerboats in Key West · 8 guests

Private Key West Charter: Sandbar, Snorkel, Sunset & Reef

5.0
$142+/hour
Yacht Celebration!/AC Walk-In Restroom & Kitchen on Board!
Powerboats in Miami · 12 guests

Yacht Celebration!/AC Walk-In Restroom & Kitchen on Board!

5.0
$69+/hour
New Luxury Bentley Pontoon for 10 People in Miami Beach, Florida
Powerboats in Sunny Isles Beach · 10 guests

New Luxury Bentley Pontoon for 10 People in Miami Beach, Florida

5.0
$100/hour

Caribbean Reviews

  1. CK

    Christine

    Charter our Cruiser Sport 50! Jetski included with 4 hour booking or more.

    Had a great time on Kiaris boat. Our boat captain Jose was great too! There was an issue with our original boat and Kiara was really proactive in ensuring another boat was secure (which ended up being better!). Our friends had a great time, will definitely reach out to them again.

  2. DS

    Dahlia

    Beautiful 41' Sailing Yacht in Nassau! Small group cruises & private charters.

    Thank you for a fantastic day!! The crew were super courteous, relaxed, welcoming and highly competent. The sail itself was lovely. They pointed out the best snorkeling spots and changed up the itinerary for us with no notice when we decided ON THE BOAT on swimming with the turtles and adding an extra hour! The entire experience was perfect from the ease of booking, the prompt responses to my multiple email questions, the extra adventure add-ons … to the boat itself which is is impeccably kept. The cabin is the cleanest we have ever been in, and we have sailed a lot! The drinks and food were fresh and delicious. All in all a Father’s Day to remember!!

  3. vc

    vince

    Beautiful 41' Sailing Yacht in Nassau! Small group cruises & private charters.

    Great trip, real sailing, amazing captain and crew. Best experience we've had ever on a charter sail. Fun at the beach, snorkeling from the boat, and really, really good BBQ. If you're looking for something special to do while in the Bahamas - this is it.

  4. KR

    Kraig

    Charter our Cruiser Sport 50! Jetski included with 4 hour booking or more.

    We had an incredible experience on the Cruiser Sport 50—easily one of the highlights of our trip. From the moment we stepped on board, everything felt first-class. The yacht is absolutely beautiful—clean, spacious, and perfect for both relaxing and having fun. The sound system set the vibe, and there was plenty of space for our group to spread out and enjoy the day. Captain Jose was fantastic. Professional, friendly, and made the entire experience seamless from start to finish. He knew exactly how to make it a fun and memorable day while making everyone feel comfortable and taken care of. The extras really made it special too—the jet ski, water mat, and just being out on the water made for an unforgettable time. It was the perfect mix of relaxing and fun. If you’re thinking about booking—do it. We’d absolutely do this again without hesitation. Highly recommend! 🚤☀️

  5. MP

    Micaela

    Get ready to explore on the beautiful Bahamian waters aboard 21' Sea Ray Boat

    Thank you so much, Tavares, for giving our family such an incredible day. We truly appreciated how you listened to what we enjoyed and adapted the itinerary to fit our family perfectly. Your suggestion to switch the schedule so we could avoid the crowds while still experiencing everything we had planned made such a difference. Your local knowledge and flexibility turned a great trip into an unforgettable one. The biggest compliment came from our daughter, who said this was one of the best days of her life! Thank you for creating such wonderful memories for our family—we’ll never forget this experience.

  6. ek

    emily

    50’ SEA RAY — SPECIAL PROMOTION 🛥️ 1 Jet Ski FREE and 1 hour hour FREE

    everything was awesome! the captains that alexa had assigned to us were great and super nice. they took us everywhere where we wanted to go and we saw some amazing sights. the boat was decorated beautifully for the party and we had an amazing day. would highly recommend !