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Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(24,913 Reviews)

Page 18 of 140 • 3,342 listings

Your Perfect Day on the Water Starts Here 219FS Key West in SWFL Marco Island
Powerboats in Naples · 8 guests

Your Perfect Day on the Water Starts Here 219FS Key West in SWFL Marco Island

5.0
$85/hour
Luxury 120ft Baglietto REX Mega Yacht with Jacuzzi!
Events in Miami · 13 guests

Luxury 120ft Baglietto REX Mega Yacht with Jacuzzi!

New
Superowner
Best of 2026
$800/hour
Private Boat Trip And Snorkeling Excursions In Aruba
Powerboats in Noord · 10 guests

Private Boat Trip And Snorkeling Excursions In Aruba

5.0
$250/hour
31ft SeaRay Sundancer Luxury Boat Chartering in Grand Cayman
Powerboats in George Town · 9 guests

31ft SeaRay Sundancer Luxury Boat Chartering in Grand Cayman

5.0
$300/hour
🥇PRIVATE CRUISE  PARTY 🥳 INCLUDED MUSIC,  CAPITAN AND CREW 🥇
Events in El Cortecito · 90 guests

🥇PRIVATE CRUISE PARTY 🥳 INCLUDED MUSIC, CAPITAN AND CREW 🥇

5.0
Superowner
Best of 2026
$15/hour
ENJOY MARQUIS FLY 70 PRICE ALL IN!!
Events in Miami Beach · 13 guests

ENJOY MARQUIS FLY 70 PRICE ALL IN!!

New
Superowner
Best of 2026
$700/hour
Instant Book
Punta Cana  Boat & Booze Cruise Experience  Snorkeling • Sandbar • Music •
Powerboats in Bávaro · 180 guests

Punta Cana Boat & Booze Cruise Experience Snorkeling • Sandbar • Music •

4.6
Superowner
Best of 2026
$17/hour
Sea Ray 52: Fort Lauderdale's Ultimate Boating Experience!
Events in Fort Lauderdale · 12 guests

Sea Ray 52: Fort Lauderdale's Ultimate Boating Experience!

5.0
Superowner
Best of 2026
$130/hour
Dolly-EXCLUSIVE VIP CRUISE IN  PUNTA CANA
Powerboats in Bávaro · 125 guests

Dolly-EXCLUSIVE VIP CRUISE IN PUNTA CANA

2.5
Superowner
Best of 2026
$125/hour
😍Beautiful Sea Ray 42' Motor Yacht in Miami - 2025 Upgraded 😍 1 free hour
Events in Miami · 13 guests

😍Beautiful Sea Ray 42' Motor Yacht in Miami - 2025 Upgraded 😍 1 free hour

5.0
$100/hour
Marco Island Luxury Prestige 550 Flybridge Yacht With Flybridge 59ft
Events in Marco Island · 13 guests

Marco Island Luxury Prestige 550 Flybridge Yacht With Flybridge 59ft

4.9
$400/hour
Tutrles, Snorkeling Beach day!
Powerboats in Nassau · 18 guests

Tutrles, Snorkeling Beach day!

5.0
$350/hour
 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
Instant Book
FULL DAY TOURS | Private Swimming with Pigs in Exuma! A Taste of Paradise
Tours in Rolleville · 14 guests

FULL DAY TOURS | Private Swimming with Pigs in Exuma! A Taste of Paradise

5.0
$450/hour
75ft Aicon Luxury Yacht Charter in Miami!
Events in Miami · 13 guests

75ft Aicon Luxury Yacht Charter in Miami!

New
Superowner
Best of 2026
$500/hour
Limited Availability
European-Style Saxdor 270 GTO Rental in Miami!
Events in Miami · 12 guests

European-Style Saxdor 270 GTO Rental in Miami!

5.0
$80/hour
🛥🤩🔥VIP EXPERIENCE CATAMARAN for bacherolette-birhday party Power in Sosúa
Events in Sosúa · 150 guests

🛥🤩🔥VIP EXPERIENCE CATAMARAN for bacherolette-birhday party Power in Sosúa

4.8
$170/hour
Sea Ray Sundancer 44ft Motor Yacht
Events in Miami · 13 guests

Sea Ray Sundancer 44ft Motor Yacht

5.0
Superowner
Best of 2026
$185+/hour
Instant Book
Private Sail Aboard Classic 1969 Sloop in San Juan, Puerto Rico
Sailing in San Juan · 6 guests

Private Sail Aboard Classic 1969 Sloop in San Juan, Puerto Rico

4.9
Superowner
$198/hour
Charter this SunTracker 22DLX Pontoon for Up to 10 People in Hollywood, Florida
Powerboats in Hollywood · 10 guests

Charter this SunTracker 22DLX Pontoon for Up to 10 People in Hollywood, Florida

5.0
$82+/hour
Luxury 45’ Azimut Atlantis 2016 – Premium Yacht Charter in North Bay Village
Events in Sunny Isles Beach · 13 guests

Luxury 45’ Azimut Atlantis 2016 – Premium Yacht Charter in North Bay Village

5.0
Superowner
Best of 2026
$150/hour
2022 Yamaha 252XE in Boynton Beach, FL
Powerboats in Boynton Beach · 12 guests

2022 Yamaha 252XE in Boynton Beach, FL

5.0
Superowner
Best of 2026
$150/hour
Beautiful Princess Flybridge 47ft Yacht
Events in Miami · 13 guests

Beautiful Princess Flybridge 47ft Yacht

5.0
Superowner
Best of 2026
$263+/hour
Boho Party for up to 24 guests
Powerboats in Miami · 24 guests

Boho Party for up to 24 guests

4.9
Superowner
Best of 2026
$307+/hour

Caribbean Reviews

  1. KW

    Kyle

    Tutrles, Snorkeling Beach day!

    Jeriad and his sons were amazing. They took care of us and were so accommodating. We can’t recommend them any more highly. They customized our trip and did anything we wanted to do while we were out with them and even stayed out some extra time to get us out on a private beach. Super safe and very trustworthy. Book with Jeriad you won’t regret it.

  2. NR

    Nia

    Private Boat Trip And Snorkeling Excursions In Aruba

    Alexandro and his daughter were incredible!! They were so sweet and met ALL our needs! Made us feel comfortable and they even went out of their way to get a cake for my friends 30th birthday!! It was the perfect touch added to our trip. Couldn’t have asked for a better captain and co-cap in his daughter! HIGHLY RECOMMEND!

  3. VP

    Viktor Orri

  4. BV

    Betty

    Tutrles, Snorkeling Beach day!

    Jeriad and his son J treated us to an amazing day on the water. They were communicative, helpful, and went above and beyond to make our day flawless! Amazing food as well. Would definitely book them again in the future! Awesome!

  5. MF

    Matt

    Your Perfect Day on the Water Starts Here 219FS Key West in SWFL Marco Island

    Our family was a mix of ages from 2 to 65+. Manny's well maintained Key West boat kept us happy for 10 days straight. We had ignorant issues along the way, and Manny would respond within 5 minutes every time we had a question. He was so kind as we would troubleshoot the issue; our favorite was when we hadn't attached the kill switch and the boat wouldn't start. What was such a silly blunder was met with kindness and charm. The value that is not advertised is all the activities you can do with up to 8 people, such as going dolphin watching which commercially available at about $69-$79 a person for 3 hours. While it might not be in everyone's comfort zone to pilot a boat, we enjoyed dolphins literally rubbing the boat and playing in our wake. I personally had a dolphin punch my phone with its nose. You don't get that on those tours. Fishing is $450-$1250 per 4 hours. We fished approximately 60-80 hours, we went when we wanted, where we wanted and how we wanted. We went shelling on several islands that can only be reached by having a boat. We have returned with the best shells of our lives, and came across gopher tortoises in the process. How amazing it was for my teenage son to find an endangered animal on his own before returning to our group to share their location. We highly suggest learning about throttle control because, once we did, this boat sipped fuel, allowing us to hit offshore reefs on a budget, running at about 25mph, costing $18-$30 round trip. Returning the boat was again a breeze. We appreciated it so much we really tried to give it a proper wash, and he laughed saying we did great but it always goes to the pressure washer before the next group. We HIGHLY RECOMMEND Manny's equipment and services and hope this review helps you make the choice to go all in on the adventures a boat can provide. Because of this experience, my wife has fully approved my dream of getting our own, and that alone is priceless.

  6. OO

    Olamide

    Private Boat Trip And Snorkeling Excursions In Aruba

    Book this boat!!! Enjoy the 5 star experience. We really enjoyed every moment. Alexandro and Leanda(I hope I spell her name correctly) are amazing. They took us to different parts of the island and we were even able to snorkel for the first time. Thank you so much, Alexandro! You guys are the best