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Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(23,648 Reviews)

Page 16 of 1263,022 listings

SALYMAR BOAT EXPERIENCE
Powerboats in Fajardo · 6 guests

SALYMAR BOAT EXPERIENCE

5.0
$150/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
$3,000/hour
Limited Availability
Rent this Beautiful 45' Four Winns 100$ OFF or FREE Jetski from Monday-Friday!
Events in Miami · 13 guests

Rent this Beautiful 45' Four Winns 100$ OFF or FREE Jetski from Monday-Friday!

5.0
Superowner
Best of 2026
$90/hour
Instant Book
40' Stefan Decker in El Cortecito
Events in El Cortecito · 30 guests

40' Stefan Decker in El Cortecito

4.0
Superowner
Best of 2026
$267/hour
Limited Availability
34' Sea Ray Yacht Charter in Miami Mon-Thur 1 hr free after 3 hrs booked
Events in Miami · 13 guests

34' Sea Ray Yacht Charter in Miami Mon-Thur 1 hr free after 3 hrs booked

5.0
Superowner
$100/hour
Enjoy Miami aboard the Georgeous Pershing 50’ Velocity Motor Yacht
Events in Miami · 13 guests

Enjoy Miami aboard the Georgeous Pershing 50’ Velocity Motor Yacht

New
Superowner
Best of 2026
$455/hour
Instant Book
ISLAND BOAT PARTY SANDBAR WITH DRINKS AND HIGH ENTERTAINMENT VIBES 🏝️
Events in Punta Cana · 160 guests

ISLAND BOAT PARTY SANDBAR WITH DRINKS AND HIGH ENTERTAINMENT VIBES 🏝️

5.0
Superowner
Best of 2026
$17/hour
23' RIB Boat for rent with or without captain
Powerboats in Saint Martin · 9 guests

23' RIB Boat for rent with or without captain

5.0
$65/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
$99/hour
Lagoon 38 Catamaran trip in St Martin with skipper, departure from Orient bay
Sailing in Saint Martin · 12 guests

Lagoon 38 Catamaran trip in St Martin with skipper, departure from Orient bay

4.9
Superowner
$1,129/day
Private Boat Trip in punta cana
Events in El Cortecito · 80 guests

Private Boat Trip in punta cana

5.0
$140/hour
Experience the 2022 Yamaha AR250 Jetboat in Boynton Beach, Florida!
Powerboats in Boynton Beach · 12 guests

Experience the 2022 Yamaha AR250 Jetboat in Boynton Beach, Florida!

4.9
$150/hour
Smooth Everglades 243 Bay Boat In Naples
Fishing in Naples · 10 guests

Smooth Everglades 243 Bay Boat In Naples

5.0
$310+/day
Twin Engine Power Boat VIP Adventure  in Ft Myers & Surrounding Barrier Islands
Powerboats in Punta Rassa · 6 guests

Twin Engine Power Boat VIP Adventure in Ft Myers & Surrounding Barrier Islands

5.0
Superowner
$90/hour
Lagoon 450 Sailing Catamaran Charter in Saint Martin Community
Sailing in Saint Martin · 20 guests

Lagoon 450 Sailing Catamaran Charter in Saint Martin Community

4.9
$1,825/day
Private 40ft Luxury Yacht Charter Punta Cana – Birthdays & Special Occasions
Events in La Romana · 10 guests

Private 40ft Luxury Yacht Charter Punta Cana – Birthdays & Special Occasions

New
$300/hour
Punta Cana Booze Cruise Experience  Snorkeling • Sandbar • Music • Drinks
Events in Punta Cana · 180 guests

Punta Cana Booze Cruise Experience Snorkeling • Sandbar • Music • Drinks

4.0
Superowner
Best of 2026
$17/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
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
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
Beautiful Sea Ray 42' Motor Yacht in Miami - 2025 Upgraded
Events in Miami · 13 guests

Beautiful Sea Ray 42' Motor Yacht in Miami - 2025 Upgraded

5.0
$100/hour
Bachellor Dancer Party in Punta Cana, La Altagracia 🥳
Events in El Cortecito · 100 guests

Bachellor Dancer Party in Punta Cana, La Altagracia 🥳

5.0
Superowner
Best of 2026
$16/hour
37ft Midnight Express Open Luxury Yacht on The Waters of Key West!
Events in Key West · 12 guests

37ft Midnight Express Open Luxury Yacht on The Waters of Key West!

5.0
$175+/hour
88’ Azimut Luxury Motor Yacht w/ Jacuzzi!
Events in Miami Beach · 13 guests

88’ Azimut Luxury Motor Yacht w/ Jacuzzi!

New
Superowner
Best of 2026
$1,313+/hour

Caribbean Reviews

  1. 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.

  2. Kristina

    Kristina

    23' RIB Boat for rent with or without captain

    This was the highlight of the trip! Alex and Mathiss were prompt and clear with communication before, during and after the trip. Mathiss set us up on the day of the trip and he was fantastic - friendly, responsive, professional. He made the process simple and gave excellent directions. The boat and equipment were top rate. We rented the boat for a full day and visited Tintemarre, Ilet Pinel, and Creole Rock. Mathiss showed us a place in Anse Marcel where the water is as blue and clear as a swimming pool. Everything was perfect! A truly memorable, beautiful experience! HIGHLY RECOMMEND!!!!

  3. BK

    Borja

    Smooth Everglades 243 Bay Boat In Naples

    The Boat Guys absolutely made our Marco Island trip the best it could have been. We reached out on short notice, and they still made the boat delivery quick, easy, and completely stress-free. The boat was ready to go, and their local knowledge was incredibly helpful. They gave us great insight into the surrounding waters, routes, and destinations, which helped us make the most of our time on the water. Justin was an absolute legend throughout the entire process. He stayed in touch by text, gave us full transparency at all times, and made everything feel easy and well handled from start to finish. Exploring Marco Island by boat was the highlight of the trip, and The Boat Guys played a huge part in that. Professional, friendly, reliable, and clearly experienced — I would highly recommend them to anyone visiting the area and looking to rent a boat. We will definitely use them again.

  4. Melissa

    Melissa

    Lagoon 450 Sailing Catamaran Charter in Saint Martin Community

    We had such a great time! Robin and Bonnie welcomed us onto the boat with a spread of pastries and unlimited waters, sodas, beers, wine, and mixed drinks. At each stop they got out the floating mat and we were able to snorkel or paddle board. We also had fun jumping off the side of the boat. There was lots of space on the boat with ample spots for shade and sun. Everyone agreed, this was the best part of our vacation!

  5. lb

    lauren

    Lagoon 38 Catamaran trip in St Martin with skipper, departure from Orient bay

    We had a wonderful day on this boat! The captain was great, took us to the best spots for snorkeling and lunch, and we loved leaving from Orient Bay so we didn’t have to sail as long in the rougher waters. Spectacular day all around and highly recommend

  6. NB

    Nina

    34' Sea Ray Yacht Charter in Miami Mon-Thur 1 hr free after 3 hrs booked

    Andy was an amazing captain! We had such a fun day swimming, tanning, dancing, and drinking. We did't get the boat we booked, but we actually got one bigger for the same price, which was awesome. He was a very capable captain and liked to have fun too! We were able to play music from our phones, store food and drinks in the cooler and fridge downstairs. The whole boat was super clean. I would definitely recommend this! The only thing that caught me off-guard was that I had to take a Florida boaters license test, which was $12, and only found out about it the night before.