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Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(25,192 Reviews)

Page 18 of 141 • 3,379 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
Starcraft Deck Boat in Miami - Perfect for Biscayne Bay Cruising
Powerboats in North Miami Beach · 8 guests

Starcraft Deck Boat in Miami - Perfect for Biscayne Bay Cruising

New
$100/hour
La Parguera Pontoon Charters with USCG Certified Captain
Powerboats in La Parguera · 6 guests

La Parguera Pontoon Charters with USCG Certified Captain

5.0
$125/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
Prívate Boat & Booze Cruise Experience  Snorkeling • Sandbar • Music •
Powerboats in Bávaro · 180 guests

Prívate Boat & Booze Cruise Experience Snorkeling • Sandbar • Music •

4.6
Superowner
Best of 2026
$17/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
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
Charter Formula III Open 32 in St Maarten
Caribbean · 10 guests

Charter Formula III Open 32 in St Maarten

5.0
$155+/hour
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
 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
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
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
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
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
Beautiful Princess Flybridge 47ft Yacht
Events in Miami · 13 guests

Beautiful Princess Flybridge 47ft Yacht

5.0
Superowner
Best of 2026
$263+/hour
*Fort Lauderdale* - Cruise in Style in this Gorgeous 45' Sea Ray Sundancer Yacht
Events in Fort Lauderdale · 12 guests

*Fort Lauderdale* - Cruise in Style in this Gorgeous 45' Sea Ray Sundancer Yacht

4.9
$166/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
SALYMAR BOAT EXPERIENCE
Powerboats in Fajardo · 6 guests

SALYMAR BOAT EXPERIENCE

5.0
$150/hour
Indulge in a Luxurious Private Getaway to Rose Island on a 30ft Monterey Boat!
Powerboats in Nassau · 8 guests

Indulge in a Luxurious Private Getaway to Rose Island on a 30ft Monterey Boat!

4.9
$325/hour
3.5hr Catamaran Experience Montego Bay
Sailing in Montego Bay · 30 guests

3.5hr Catamaran Experience Montego Bay

5.0
Superowner
$834/hour
Exclusive Escape with Ocean Explorer Catamaran in Punta Cana
Powerboats in Uvero Alto · 30 guests

Exclusive Escape with Ocean Explorer Catamaran in Punta Cana

4.8
Superowner
Best of 2026
$16/hour
24ft Godfrey Sweetwater Pontoon Cruise Near Haulover Sandbar, Miami Beach
Powerboats in Sunny Isles Beach · 10 guests

24ft Godfrey Sweetwater Pontoon Cruise Near Haulover Sandbar, Miami Beach

5.0
Superowner
Best of 2026
$100/hour
80ft Uniese Power Mega Yacht in Miami, Florida,
Events in Miami · 13 guests

80ft Uniese Power Mega Yacht in Miami, Florida,

5.0
Superowner
Best of 2026
$375/hour
2025 Harris Sunliner 250 Sport Pontoon Boat - 12 Guest Capacity - Captain Option
Powerboats in Pompano Beach · 12 guests

2025 Harris Sunliner 250 Sport Pontoon Boat - 12 Guest Capacity - Captain Option

5.0
$69/hour

Caribbean Reviews

  1. WC

    Walsh

    La Parguera Pontoon Charters with USCG Certified Captain

    I rented this boat for my bday so my fiance and I could have a private experience at La Parguera. It was such a great day, and easy from start to finish. Captain Victor arrived on time, the boat was clean, and he was easy to chat with. He took us to 2 different islands and explained a bit about the area. I’d happily rent from him again!

  2. RP

    Robert

    Charter Formula III Open 32 in St Maarten

    We actually did 2 trips with Sam and both were great. One around st Martin and one to Anguilla. He was very nice and knowledgeable of all spots around both islands.

  3. 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.

  4. Lyllette

    Lyllette

    La Parguera Pontoon Charters with USCG Certified Captain

    We had the best day with Captain Victor. He took us to the best spots and told us where to go and not to go!! The mat in the back was great. I almost fell asleep. We had lunch on board in the shade. Please bring water shoes or water socks some areas are rocky Please bring goggles looking in the reefs for fish it was rhe best

  5. SH

    Sharon

    La Parguera Pontoon Charters with USCG Certified Captain

    Had an amazing experience with my family going to isla caracoles. Captain Victor was very attentive to us and had all the proper gear we needed, the floating mat was amazing to have available for us to use. The boat was very clean. Definitely will book again and recommend to family and friends.

  6. AS

    Amanda

    Prívate Boat & Booze Cruise Experience Snorkeling • Sandbar • Music •

    Appreciated such an EXCEPTIONAL time from the crew! Could not be more thankful for making our time in the DR so memorable. From the boat itself to the bar and photographer, we are incredibly lucky to have gotten the opportunity. You will not be disappointed if you go through Kimbara. Can’t say enough great things.