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Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(24,465 Reviews)

Page 56 of 1333,180 listings

Luxury 52’ Beneteau Flybridge Yacht Charter in Miami!
Events in Miami · 13 guests

Luxury 52’ Beneteau Flybridge Yacht Charter in Miami!

New
Superowner
Best of 2026
$515/hour
Explore the East Coast Islands aboard 30ft Mako Walkaround Boat in Fajardo
Powerboats in Fajardo · 6 guests

Explore the East Coast Islands aboard 30ft Mako Walkaround Boat in Fajardo

5.0
$160/hour
$450hr + Captain $400 | 13 Guests | Miami River
Events in Miami · 14 guests

$450hr + Captain $400 | 13 Guests | Miami River

New
Superowner
$450/hour
Grady White 33Ft Puerto Del Rey, Fajardo PR
Powerboats in Fajardo · 6 guests

Grady White 33Ft Puerto Del Rey, Fajardo PR

5.0
$280/hour
Private Tours Aboard Proline Center Console in Castries, Saint Lucia
Powerboats in Castries · 10 guests

Private Tours Aboard Proline Center Console in Castries, Saint Lucia

5.0
$179/hour
Enjoy Day Trips or Grenadines Cruises Onboard Our Luxury Catamaran
Sailing in Lance aux Epines · 6 guests

Enjoy Day Trips or Grenadines Cruises Onboard Our Luxury Catamaran

5.0
$800/day
EXCLUSIVE ISLAND CRUISE ENTERTAINMENT  MUSIC DANCE PARTY CAPTAIN CHARTER 🏝
Events in Bávaro · 100 guests

EXCLUSIVE ISLAND CRUISE ENTERTAINMENT MUSIC DANCE PARTY CAPTAIN CHARTER 🏝

New
Superowner
Best of 2026
$15/hour
Full Day Boat Tour to Soufriere
Powerboats in Rodney Bay · 10 guests

Full Day Boat Tour to Soufriere

5.0
$594/day
Enjoy Pardo 40ft in Miami!!
Powerboats in Miami · 12 guests

Enjoy Pardo 40ft in Miami!!

New
Superowner
Best of 2026
$290/hour
Mambo 40ft Sail Catamaran
Caribbean · 20 guests

Mambo 40ft Sail Catamaran

5.0
$1,500/day
Boat Charter in Sint Maarten
Caribbean · 12 guests

Boat Charter in Sint Maarten

5.0
$213/hour
Private 4 Hour Rose Island Trip On Renegade 38 Open Boat With Captain Lamm
Powerboats in Nassau · 12 guests

Private 4 Hour Rose Island Trip On Renegade 38 Open Boat With Captain Lamm

5.0
$450/hour
Instant Book
 Luxury 28ft Stefendecker Motor Yacht In Punta Cana
Powerboats in Punta Cana · 15 guests

Luxury 28ft Stefendecker Motor Yacht In Punta Cana

New
Superowner
Best of 2026
$60/hour
37ft Sea Ray Sea Ray
Events in El Cortecito · 10 guests

37ft Sea Ray Sea Ray

New
$1,909/day
Luxury 44’ Sea Ray Sundancer Motor yacht  with captain up to 13 people!
Events in Miami · 13 guests

Luxury 44’ Sea Ray Sundancer Motor yacht with captain up to 13 people!

5.0
$110/hour
Private Boat Rental Cartagena — Rosario Islands, Barú & Cholón | Azimut 62s
Events in Cartagena · 15 guests

Private Boat Rental Cartagena — Rosario Islands, Barú & Cholón | Azimut 62s

5.0
$3,500/day
Catamaran Lose 50 Country House La Romana
Sailing in La Romana · 20 guests

Catamaran Lose 50 Country House La Romana

New
$2,088/day
Flybridge Searay 50ft at Miami Close to The Bay!
Events in Miami · 12 guests

Flybridge Searay 50ft at Miami Close to The Bay!

New
$200/hour
🏆BEST 2026🏆 Luxurious & elegant yacht designed for maximum comfort rent me!
Events in Punta Cana · 150 guests

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

New
Superowner
Best of 2026
$15/hour
75 Azimut Power Mega Yacht - The Luxury Yacht
Events in Miami Beach · 12 guests

75 Azimut Power Mega Yacht - The Luxury Yacht

3.5
Superowner
$700/hour
Enjoy "LA ROMANA" Sunseeker Predator 60FT in Miami!!
Events in Miami Beach · 13 guests

Enjoy "LA ROMANA" Sunseeker Predator 60FT in Miami!!

New
Superowner
Best of 2026
$250+/hour
60’ Luxury Yacht Antares | 13 Guests | Party, Sandbar & VIP Miami
Events in Miami · 13 guests

60’ Luxury Yacht Antares | 13 Guests | Party, Sandbar & VIP Miami

5.0
$180+/hour
Explore Palm Beach Coast on a 65ft Power Catamaran — Sun, Sea & Memories!
Events in Boca Raton · 13 guests

Explore Palm Beach Coast on a 65ft Power Catamaran — Sun, Sea & Memories!

New
Superowner
Best of 2026
$500/hour
 Private Speedboat Charter in St. Lucia on 28.2ft Mako Center Console
Powerboats in Gros Islet · 10 guests

Private Speedboat Charter in St. Lucia on 28.2ft Mako Center Console

New
$750/day

Caribbean Reviews

  1. LE

    Lucianna

    Grady White 33Ft Puerto Del Rey, Fajardo PR

    Perfect boat trip if you are looking to spend an afternoon at the beach. Had snacks and burgers as promised (the burgers were unbelievable good). Swimming floats and beers were provided. We had an amazing time, he made sure to always communicate before the trip to ensure everything went smoothly. 10/10 recommend!

  2. Juan

    Juan

    Grady White 33Ft Puerto Del Rey, Fajardo PR

    Our experience with Raul (captain) was amazing right from the start. Communication was very clear with instructions on how to get to the marina. The boat is amazing and powerful, can cut thru choppy waters with ease. Food and drinks were great, but it was Raul who really stood out with the great service. BOOK THIS BOAT NOW!

  3. RF

    Rita

    Private Tours Aboard Proline Center Console in Castries, Saint Lucia

    This private trip excursion more than exceeded my expectations. Kieran responded rapidly to my questions and was easy to work with. This was a very special trip to St. Lucia, as the last time I was there was in 2017 celebrating with my mother, father and sisters. Mom wanted to return to reminisce that special year sadly without my father who passed away in 2020. Kieran and his anchor partner Albert went above and beyond to provide our family with the most memorable experience. While it was undeniably a miserable day of rain, the clouds passed over giving us moments of sunshine and laughter. Kieran came prepared with rain coats for us all and gave the most tender care to my 92 year old mother. He met every special request asked and provided the utmost professional and safe experience. Why would anyone desire to join an excursion with multiple people when an intimate personalized water experience is provided with Kieran and his team? This will forever and always be a special and memorable highlight of our trip together as a family. Much blessings to you Kieran for providing our family with this ray of sunshine in our hearts, tons of laughter, dancing in the rain, and a few tears of special joy to highlight our memory bank of time trip. Rita

  4. PB

    PRINCESS

    Private Tours Aboard Proline Center Console in Castries, Saint Lucia

    My friends and I had the best time on Kieran’s boat. It was my birthday and he and his crew made sure to make it special. The hospitality was unmatched- they served us as if we were at a 5 star resort! The complimentary rum punch was amazing, and he even brought two bottles of champagne in addition to the water and beers that he provides. A few of us were afraid to get into the water when he docked, and Kieran was gracious enough to carry us to quell our fears. I’d definitely recommend booking him for your next excursion!

  5. Amber

    Amber

    Enjoy Day Trips or Grenadines Cruises Onboard Our Luxury Catamaran

    We had a fantastic trip. My husband and I booked this trip for the Christmas holiday and Magali did a fantastic job of communicating with us leading up to the trip and even after we returned. We requested to see as much of Grenada as possible and an amazing itinerary was formulated for us. Our captain, Shaden, was the absolute best. He was knowledgeable, a great driver, and took into account our preferences. We even enjoyed some meals and played some games together. The boat is a little older but it is well kept and comfortable. We hope to come back for a longer trip soon!

  6. TJ

    Traci

    Full Day Boat Tour to Soufriere

    Our family of 6 went out on Jerome's boat the Israel King 1 during our stay on the north shore. Both members of the crew were fun, informative, polite and accommodating to our wishes for the outing. Excellent boat driver and mate! They took us to some incredible snorkeling spots, caves, and a couple beautiful beaches. We enjoyed our excursion so much that we booked a second day on the larger boat to do some sightseeing on land. Highly recommend!