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Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(24,464 Reviews)

Page 49 of 1333,184 listings

Full Day 50' Private Sailing Catamaran. Luxury, Beach/Snorkel. Departs Red Hook
Sailing in St. Thomas · 12 guests

Full Day 50' Private Sailing Catamaran. Luxury, Beach/Snorkel. Departs Red Hook

5.0
$2,395/day
55ft Sea Ray Sedan Bridge – Mon‑Fri 4hr Charter + 1hr Jetski
Events in Miami · 12 guests

55ft Sea Ray Sedan Bridge – Mon‑Fri 4hr Charter + 1hr Jetski

4.0
$100+/hour
Cap Cana Marina Private Yacht Searay 25 FT
Events in Punta Cana · 5 guests

Cap Cana Marina Private Yacht Searay 25 FT

4.4
Superowner
$100/hour
24ft Cobia 237 Center Console for rent in Big Pine RV park
Fishing in Big Pine Key · 8 guests

24ft Cobia 237 Center Console for rent in Big Pine RV park

5.0
$100/hour
Private Yacht Charter to Cuna de Los Nidos with Crew!
Powerboats in Bávaro · 99 guests

Private Yacht Charter to Cuna de Los Nidos with Crew!

2.3
Superowner
Best of 2026
$15/hour
80' Ferreti With Jacuzzi Yacht For Charter, Florida!
Events in Miami Beach · 13 guests

80' Ferreti With Jacuzzi Yacht For Charter, Florida!

3.7
Superowner
$600/hour
Enjoy and live the best Experience| Azimut 60ft Yacht For Adventures in Miami
Events in Florida · 13 guests

Enjoy and live the best Experience| Azimut 60ft Yacht For Adventures in Miami

4.3
$85+/hour
Instant Book
St Martin Sunset Cruise with Lagoon 450 Cruising Catamaran!
Powerboats in Saint Martin · 20 guests

St Martin Sunset Cruise with Lagoon 450 Cruising Catamaran!

5.0
$407/hour
Nassau Private Boat Tour | Rose Island, Swimming Pigs & Snorkeling
Powerboats in Nassau · 6 guests

Nassau Private Boat Tour | Rose Island, Swimming Pigs & Snorkeling

5.0
$200/hour
Luxury Private Catamaran Charter – All-Inclusive from St. Maarten
Caribbean · 16 guests

Luxury Private Catamaran Charter – All-Inclusive from St. Maarten

5.0
$2,095/day
Negril Private Catamaran Cruise with Snorkeling & Drinks
Sailing in West End · 120 guests

Negril Private Catamaran Cruise with Snorkeling & Drinks

New
$509/hour
Sea Ray 37ft MotorYacht Best Rental in Miami for up to 12  peoples
Events in Miami · 12 guests

Sea Ray 37ft MotorYacht Best Rental in Miami for up to 12 peoples

5.0
Superowner
Best of 2026
$199/hour
Enjoy Miami on our 82ft Milagros Power Mega Yacht!
Events in Miami Beach · 13 guests

Enjoy Miami on our 82ft Milagros Power Mega Yacht!

New
Superowner
Best of 2026
$1,900/hour
Private Custom Charter, Stingray City, Coral Reef Snorkeling, Starfish 34ft
Events in West Bay · 12 guests

Private Custom Charter, Stingray City, Coral Reef Snorkeling, Starfish 34ft

5.0
$225+/hour
SPRING BREAK TIME🛥🔥 VIP Luxury Catamaran Party Sailing-Swimming in Punta Cana
Events in Bávaro · 150 guests

SPRING BREAK TIME🛥🔥 VIP Luxury Catamaran Party Sailing-Swimming in Punta Cana

3.8
$167/hour
Imagine Sailing Catamaran Charter in Simpson Bay, Sint Maarten
Caribbean · 12 guests

Imagine Sailing Catamaran Charter in Simpson Bay, Sint Maarten

5.0
$1,500/day
Cruise Boynton Beach on a 25ft Yamaha 255 FSH Sport Jet Boat with Captain
Powerboats in Boca Raton · 10 guests

Cruise Boynton Beach on a 25ft Yamaha 255 FSH Sport Jet Boat with Captain

5.0
$150+/hour
Private Party Boat 🎉Best 2025 Awards 🎉 Puerto plata ambar cove
Powerboats in Barrio Las Yaguitas · 90 guests

Private Party Boat 🎉Best 2025 Awards 🎉 Puerto plata ambar cove

New
Superowner
Best of 2026
$350/hour
Come Boat with us in Lighthouse Point onboard 33' Chaparral!
Events in Lighthouse Point · 6 guests

Come Boat with us in Lighthouse Point onboard 33' Chaparral!

5.0
Superowner
$295/hour
Best Boat Experience for yor Vacations !!!
Events in Punta Cana · 120 guests

Best Boat Experience for yor Vacations !!!

New
Superowner
Best of 2026
$150/hour
Punta Cana Signature Experience: Snorkeling, Sandbar, Open Bar & Entertainment😎
Powerboats in Punta Cana · 150 guests

Punta Cana Signature Experience: Snorkeling, Sandbar, Open Bar & Entertainment😎

New
Superowner
Best of 2026
$15/hour
40ft Intrepid Power Boat Rental US Virgin Islands Trip
Powerboats in St. Thomas · 12 guests

40ft Intrepid Power Boat Rental US Virgin Islands Trip

5.0
$228+/hour
Premium 29' Grady-White Freedom Center Console In Key Largo
Powerboats in Key Largo · 8 guests

Premium 29' Grady-White Freedom Center Console In Key Largo

5.0
$775+/day
Reel Paradise Key West Sandbar + Snorkel + Private Charter + Light Tackle Fishin
Events in Key West · 12 guests

Reel Paradise Key West Sandbar + Snorkel + Private Charter + Light Tackle Fishin

5.0
$200+/hour
Instant Book

Caribbean Reviews

  1. Chasen

    Chasen

    Reel Paradise Key West Sandbar + Snorkel + Private Charter + Light Tackle Fishin

    My and girlfriends first time In the keys and we did it the right way. This boat was so fun and fast and very Clean. Our captain was absolutely the best. He was a vibe the whole time and took us to the most beautiful spots

  2. Robert

    Robert

    Imagine Sailing Catamaran Charter in Simpson Bay, Sint Maarten

    Had an amazing time Garth and Lucy were super great recommend them 10000% great people good vibes and they assisted so well would def book them again !

  3. Edna

    Edna

    Cap Cana Marina Private Yacht Searay 25 FT

    Ay first I was a little disappointed because we were going slow due to the reef, but after Niño, the captain explained why and we went snorkeling I understood perfectly. I do suggest to include some sort of juice or other than coke soda. Overall a great experience for our family of 4, the privacy, the personalized attention by Anthony as well as the profesionalismo they both showed ( Anthony, so young. And the Captain, Nono )

  4. DL

    Doug

    Enjoy and live the best Experience| Azimut 60ft Yacht For Adventures in Miami

    Had a great time on Jimmy's boat! After some initial trepidation coming from some communication delay and having to change to embarkation point after we arrived, we had a GREAT time. The captain and his first mate were first rate, the boat was in good shape and the pricing was reasonable. This rental was a lot of fun and very reasonable for the size of the boat. 10 out of 10 would recommend, just be aware that Jimmy may be using a captain and you have to wait for that individual to reach out, which for us caused a little anxiety at first as this was our first time renting with Jimmy,we did not know what to expect, and we finally heard from the captain a little closer to the time of rental than we would have liked. Additionally, understand that pick ups on the Miami River have to be a little stealthy as most places that are open (without dock fees) are patrolled to prevent folks from using them (Because why not, right?) . Hence we arrived at the arranged pick up spot, we parked, unloaded the car, then had to watch as the boat was told by a security guard it had to leave. We had to find another spot at a different place on the other side of the river to actually board. Cue second anxiety attack lol. That said, once we loaded the boat was great (clean and safe), captain was great, first mate was great. They took us to the bay to chill, we flagged down jet skis and hoped on those, drank, floated on the water, and just all around made merry. My recommendation would be try to stay Zen; it's a boat trip, it's supposed to be fun, and it will be if you are able to be flexible when need be. Again, I would definitely recommend Jimmy's boat!

  5. JF

    Joanna

    Luxury Private Catamaran Charter – All-Inclusive from St. Maarten

    We had an amazing time! The catamaran is clean, spacious and beautiful. The captain and Diane were the best and took very good care of us! The drink options available were good!! The light breakfast and lunch served were fresh and delicious! I highly recommend them, don't hesitate to book!

  6. Julissa

    Julissa

    Sea Ray 37ft MotorYacht Best Rental in Miami for up to 12 peoples

    This was my first time renting a yatch with my girlfriends. We absolutely loved it. It is a beautiful yatch and it was bigger than we expected to be. Carlos & the captain made it such a wonderful experience! We will definitely come back & rent the same yatch again. Thank You Carlos!