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Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(25,134 Reviews)

Page 3 of 141 • 3,367 listings

Charters with Captain Bibi on a 30ft powerboat in Grand Cayman
Fishing in George Town · 12 guests

Charters with Captain Bibi on a 30ft powerboat in Grand Cayman

5.0
$225/hour
Rent this Beautiful 45' Four Winns 100$ 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
Pro-Line 23 CC Sport Boat Experience
Powerboats in Fajardo · 6 guests

Pro-Line 23 CC Sport Boat Experience

4.9
$110/hour
55FT President Yacht for Private Charters
Events in Jan Thiel · 31 guests

55FT President Yacht for Private Charters

4.7
$225/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

5.0
$1,785/day
Nassau: Swimming Pigs, Snorkeling, Island Hopping, Private Boat Tour
Powerboats in Nassau · 10 guests

Nassau: Swimming Pigs, Snorkeling, Island Hopping, Private Boat Tour

5.0
$170/hour
23’ Bayliner Beautiful Boat In Miami
Sailing in Miami · 9 guests

23’ Bayliner Beautiful Boat In Miami

4.9
$90/hour
Rent the 30ft Hurricane in Leeward Settlement
Powerboats in Leeward Settlement · 8 guests

Rent the 30ft Hurricane in Leeward Settlement

5.0
$250/hour
High Demand
Exclusive 75FT Super Yacht + 2 Jet Skis in Miami Beach
Events in Miami Beach · 13 guests

Exclusive 75FT Super Yacht + 2 Jet Skis in Miami Beach

4.3
Superowner
Best of 2026
$209/hour
Luxury Private Tours, Rose Island Pigs & Turtles
Powerboats in Nassau · 12 guests

Luxury Private Tours, Rose Island Pigs & Turtles

5.0
$195/hour
Weekday Party Pontoon!! Prices Per Person! Max 40 Guests!!
Powerboats in Miami · 45 guests

Weekday Party Pontoon!! Prices Per Person! Max 40 Guests!!

4.9
Superowner
Best of 2026
$357+/hour
Instant Book
High Demand
85ft Luxury Yacht with 2 Jet Skis Included  in Miami. No Hidden Fees
Events in Miami Beach · 13 guests

85ft Luxury Yacht with 2 Jet Skis Included in Miami. No Hidden Fees

4.7
Superowner
Best of 2026
$250/hour
⭐⭐⭐50ft Cranchi Fly-Private Yacht Charter ,Cruise Miami & Key Biscayne in Style
Events in Miami · 13 guests

⭐⭐⭐50ft Cranchi Fly-Private Yacht Charter ,Cruise Miami & Key Biscayne in Style

5.0
$190/hour
Instant Book
Private Full Day-Luxury Boat Rental-Rosario Islands-𝙎𝙀𝘼 𝙇𝘼 𝙑𝙄𝙀 1 o 2
Events in Cartagena · 8 guests

Private Full Day-Luxury Boat Rental-Rosario Islands-𝙎𝙀𝘼 𝙇𝘼 𝙑𝙄𝙀 1 o 2

5.0
$590/day
Yacht Adventure⭐️⭐️⭐️⭐️⭐️Fun Memories, Captain & Crew Included
Events in El Cortecito · 100 guests

Yacht Adventure⭐️⭐️⭐️⭐️⭐️Fun Memories, Captain & Crew Included

4.6
Superowner
Best of 2026
$15/hour
Enjoy "IBIZA" 37ft Monterey Yacht | Experience Miami: Big Discounts Available!
Events in Miami · 13 guests

Enjoy "IBIZA" 37ft Monterey Yacht | Experience Miami: Big Discounts Available!

5.0
Superowner
Best of 2026
$98/hour
Instant Book
🏆BEST 2026🏆 Luxurious & elegant yacht designed for maximum comfort rent me!
Events in Punta Cana · 300 guests

🏆BEST 2026🏆 Luxurious & elegant yacht designed for maximum comfort rent me!

4.8
Superowner
Best of 2026
$15/hour
New 2024 20ft Pontoon – Miami Beach Sandbar Cruise + Drone Video
Powerboats in Miami · 7 guests

New 2024 20ft Pontoon – Miami Beach Sandbar Cruise + Drone Video

5.0
Superowner
Best of 2026
$100/hour
Instant Book
Unforgettable Boat Adventure in Caicos Islands on Hurricane Sun Deck Boat!
Tours in The Bight Settlement · 10 guests

Unforgettable Boat Adventure in Caicos Islands on Hurricane Sun Deck Boat!

5.0
$250+/hour
High Demand
55’ Meridian Yacht with Incredible Sound System!
Events in Miami · 13 guests

55’ Meridian Yacht with Incredible Sound System!

5.0
$150+/hour
Explore Key West Waters Aboard a 27ft Monterey 275 SS with Independent Captain
Powerboats in Key West · 12 guests

Explore Key West Waters Aboard a 27ft Monterey 275 SS with Independent Captain

5.0
$95+/hour
Hatteras 55’ Sportfish Motor Yacht in Ocho Rios!
Events in Ocho Rios · 25 guests

Hatteras 55’ Sportfish Motor Yacht in Ocho Rios!

5.0
Superowner
$395/hour
Private Charter Leopard 43 Catamaran in St Lucia
Sailing in Rodney Bay · 20 guests

Private Charter Leopard 43 Catamaran in St Lucia

5.0
$1,500/day
Pleasure Private Tours on Rose Island and Gilligan Island, Swimming Pigs
Powerboats in Nassau · 10 guests

Pleasure Private Tours on Rose Island and Gilligan Island, Swimming Pigs

5.0
$150/hour

Caribbean Reviews

  1. AN

    Ann

    Private Charter Leopard 43 Catamaran in St Lucia

    We were a group of 18 persons and we all had a great time. There was plenty of drinks from non alcoholic to alcoholic. We included a stop at the mud baths and waterfall. The staff were accommodating and friendly.

  2. BS

    Bria

    Lagoon 450 Sailing Catamaran Charter in Saint Martin Community

    Book with captain Sup!! Him and Zoey were amazing to us! It was my birthday and there were 14 of us and all needs were accommodated. They were very sweet and kind to all of us and took us to really cool beaches!

  3. GS

    Gizelle

    Hatteras 55’ Sportfish Motor Yacht in Ocho Rios!

    ⭐ Another Amazing Experience with Captain Vaughn! This was my second time booking a boat trip, and once again, I was not disappointed! We booked this trip for a special birthday celebration, and I must admit, I was a little skeptical about the weather leading up to the trip, but Captain Vaughn was confident that it would be a beautiful day, and I trusted his judgment. I’m so glad I did because everything worked out perfectly! Everyone had an amazing time filled with laughter, relaxation, and great vibes. Captain Vaughn and his team were accommodating, professional, and made sure we were comfortable throughout the entire trip. It was truly a memorable day, and I couldn’t have asked for a better experience. Two bookings later, and he continues to exceed my expectations! I highly recommend Captain Vaughn to anyone looking for an unforgettable boat experience. Thank you again, Captain, and I look forward to booking with you again! 🚤🌊🎉

  4. tara

    tara

    Pleasure Private Tours on Rose Island and Gilligan Island, Swimming Pigs

    Frank’s communication was great before and during the tour. We had kids with us and he helped navigate a day that worked on our schedule. Would definitely recommend him.

  5. CP

    Corey

    55FT President Yacht for Private Charters

    We had a great time chartering Giovanni's boat for our honeymoon. Communication was quick and clear. Our resort was out of Dramamine for my husband, and Giovanni's team ensured the boat was stocked with it beforehand. He even arranged to pick us up and drop us off directly at our resort, which was incredibly convenient and saved us on transportation! Captain Ivan and Joan made a great crew and we felt well taken care of from booking through the end of our charter. Highly recommend!

  6. DD

    Donna

    Pleasure Private Tours on Rose Island and Gilligan Island, Swimming Pigs

    Great Experience! My husband and I chartered Frank for a four hour trip. First trip to the Bahamas, and we were looking for a sightseeing small boat cruise. Captain Frank was very knowledgeable, he took us in areas away from the crowds. We had a very informative entertaining cruise. He even pulled into an island beach bar where we could get a beverage. We would highly recommend booking with Frank.