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Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(25,134 Reviews)

Page 20 of 141 • 3,368 listings

🥂EXCLUSIVE ISLAND CRUISE ENTERTAINMENT BAR MUSIC DANCE PARTY CAPTAIN CHARTER 🏝
Powerboats in Bávaro · 70 guests

🥂EXCLUSIVE ISLAND CRUISE ENTERTAINMENT BAR MUSIC DANCE PARTY CAPTAIN CHARTER 🏝

4.4
Superowner
Best of 2026
$11/hour
Intrepid 47' – Luxury Sport Yacht Charter
Events in Fajardo · 10 guests

Intrepid 47' – Luxury Sport Yacht Charter

5.0
$200+/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
$1,103/day
Luxury Searay Sundancer Mini Yacht Rental
Events in Leeward Settlement · 8 guests

Luxury Searay Sundancer Mini Yacht Rental

5.0
$400/hour
37' Sea Ray Sundancer
Events in Miami · 13 guests

37' Sea Ray Sundancer

5.0
Superowner
Best of 2026
$90/hour
2025 Yamaha AR250 Hollywood, FL
Powerboats in Hollywood · 12 guests

2025 Yamaha AR250 Hollywood, FL

5.0
Superowner
Best of 2026
$140+/hour
SunTracker Pontoon Boat Rental in Hollywood, Sunny Isles & Hallandale
Powerboats in Sunny Isles Beach · 10 guests

SunTracker Pontoon Boat Rental in Hollywood, Sunny Isles & Hallandale

5.0
$50/hour
25ft Premier Pontoon Experience Big Pine Key Verado 250HP
Powerboats in Big Pine Key · 16 guests

25ft Premier Pontoon Experience Big Pine Key Verado 250HP

5.0
$80/hour
Perfect South Beach Sundancer 53' Luxury Yacht
Events in Miami Beach · 13 guests

Perfect South Beach Sundancer 53' Luxury Yacht

4.9
Superowner
$250/hour
ISLAND BOAT PARTY SANDBAR WITH MUSIC AND HIGH ENTERTAINMENT VIBES 🏝️
Events in Punta Cana · 160 guests

ISLAND BOAT PARTY SANDBAR WITH MUSIC AND HIGH ENTERTAINMENT VIBES 🏝️

5.0
Superowner
Best of 2026
$17/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
Sea Ray 48ft Luxury Yacht Charter in Miami | Captained Charter
Powerboats in Miami · 12 guests

Sea Ray 48ft Luxury Yacht Charter in Miami | Captained Charter

5.0
$100/hour
Punta Cana Booze Cruise Experience  Snorkeling • Sandbar • Music
Events in Punta Cana · 180 guests

Punta Cana Booze Cruise Experience Snorkeling • Sandbar • Music

4.0
Superowner
Best of 2026
$17/hour
😍Beautiful 42' Sea Ray Motor Yacht in Miami - 2025 Upgraded😍 1 free hour
Powerboats in Miami · 13 guests

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

4.9
$133+/hour
32ft Speed Boat Inboard - Tour the Coast of Saint Martin
Powerboats in Saint Martin · 8 guests

32ft Speed Boat Inboard - Tour the Coast of Saint Martin

5.0
$158/hour
Gorgeous 27' Monterey Sports Yacht In Miami Beach With Captain
Powerboats in Miami Beach · 10 guests

Gorgeous 27' Monterey Sports Yacht In Miami Beach With Captain

5.0
$150/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
$64/hour
Private sandbar trips🌞No Fishing
Powerboats in Key West · 6 guests

Private sandbar trips🌞No Fishing

5.0
$125+/hour
Miami in Style: 45FT Marquis Sport Coupe – Free Jet Ski or 1 Extra Hour!
Events in Miami · 13 guests

Miami in Style: 45FT Marquis Sport Coupe – Free Jet Ski or 1 Extra Hour!

4.8
Superowner
Best of 2026
$160/hour
Hurricane 24’ – Miami Boat Experience
Tours in Miami · 6 guests

Hurricane 24’ – Miami Boat Experience

5.0
$50/hour
Enjoy Miami aboard 40ft Sea Ray Motor Yacht - 10 Guests Capacity
Events in Miami · 10 guests

Enjoy Miami aboard 40ft Sea Ray Motor Yacht - 10 Guests Capacity

New
Superowner
Best of 2026
$222/hour
Great Catamaran for Cholon, Barú, sunset cruise, lunch or dinner on board...
Sailing in Cartagena · 45 guests

Great Catamaran for Cholon, Barú, sunset cruise, lunch or dinner on board...

4.8
Superowner
$1,000/day
Yamaha Jetboat Experience in Miami!!
Powerboats in Miami · 8 guests

Yamaha Jetboat Experience in Miami!!

4.7
Superowner
Best of 2026
$50+/hour
⛵️ Catamaran Party Boat with Captain & Crew – Up to 42 Guests!
Sailing in Miami Beach · 42 guests

⛵️ Catamaran Party Boat with Captain & Crew – Up to 42 Guests!

4.8
Superowner
$700+/hour

Caribbean Reviews

  1. JT

    Jonathan

    SunTracker Pontoon Boat Rental in Hollywood, Sunny Isles & Hallandale

    Oscar was amazing to rent from he was very accommodating for our party. We had bad weather on the day of our scheduled boat rental, and he easily rebooked us for a different day, and it was an amazing experience! We had captain andres who was terrific. Would definitely rent again from Oscar.

  2. BS

    BOB

    25ft Premier Pontoon Experience Big Pine Key Verado 250HP

    Jack was very responsive before the trip during and after gave us some great information places to go and things to do we appreciate their help. What a great team the boat was awesome.

  3. JC

    Julia

    Perfect South Beach Sundancer 53' Luxury Yacht

    Amazing boat and crew. I rented this boat for my 30th birthday with 13 of my friends and there was more than enough room for everyone and the boat was clear and spacious . The crew was also lovely and helped us with everything we needed.

  4. Jaelyn

    Jaelyn

    Private sandbar trips🌞No Fishing

    We had such a great experience! Captain Eric was awesome, super friendly, professional, and made sure we had a good time the entire trip. Everything was easy and stress free, and we felt comfortable and taken care of the whole time. We had so much fun out on the water and would definitely book with him again. Highly recommend Captain Eric if you’re looking for a great boat day!

  5. AR

    Anu

  6. AP

    Angelo

    🥂EXCLUSIVE ISLAND CRUISE ENTERTAINMENT BAR MUSIC DANCE PARTY CAPTAIN CHARTER 🏝

    Pack a bathing suit and sunscreen and let these guys handle the rest. Aside from doing everything exactly as promised, we especially appreciated how they took a personal interest in the guests and deflected unscrupulous vendors to ensure nobody was taken advantage of throughout the trip