Cookies & Agreements

By continuing to use this website, you have read and agree to the Terms of Use and agree to the collection and use of your information by cookies and similar technologies, as set forth in our Privacy Policy.

Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(25,137 Reviews)

Page 50 of 141 • 3,369 listings

Meridian 42 Country House La Romana
Events in La Romana · 14 guests

Meridian 42 Country House La Romana

New
$1,875/day
Full Day Private Soufriere Charter
Powerboats in Rodney Bay · 8 guests

Full Day Private Soufriere Charter

5.0
$600/day
Exclusive Private Yacht Snorkeling, Natural Sea Pool, Wild Beach, Book Now!
Events in Cabarete · 100 guests

Exclusive Private Yacht Snorkeling, Natural Sea Pool, Wild Beach, Book Now!

New
Superowner
Best of 2026
$17/hour
32' Sea Ray Amberjack for Charter in Fort Lauderdale
Powerboats in Fort Lauderdale · 12 guests

32' Sea Ray Amberjack for Charter in Fort Lauderdale

5.0
$190/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
Luxury 33ft Yacht with crew in Montego Bay
Powerboats in Montego Bay · 12 guests

Luxury 33ft Yacht with crew in Montego Bay

5.0
$374/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
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
Luxury Catamaran Punta Cana
Events in La Romana · 150 guests

Luxury Catamaran Punta Cana

5.0
Superowner
Best of 2026
$17/hour
Experience Miami in 64ft Pershing Yacht
Events in Miami · 13 guests

Experience Miami in 64ft Pershing Yacht

New
Superowner
Best of 2026
$500/hour
39' Sea Ray Motor Yacht in Casa de Campo and La Romana
Events in La Romana · 12 guests

39' Sea Ray Motor Yacht in Casa de Campo and La Romana

New
$1,910/day
VIP Premium Yacht Rental: Private Captain & Crew at Your Service
Events in Punta Cana · 10 guests

VIP Premium Yacht Rental: Private Captain & Crew at Your Service

New
$120/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
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
105' Azimut Mega Yacht Party With Captain, Drinks, Jacuzzi, Sandbar, Sunset Vip
Events in Miami Beach · 13 guests

105' Azimut Mega Yacht Party With Captain, Drinks, Jacuzzi, Sandbar, Sunset Vip

New
$600/hour
Instant Book
36’ Contender Marathon – Triple 350s, Sandbar, Snorkel, Key West Run
Events in Marathon · 12 guests

36’ Contender Marathon – Triple 350s, Sandbar, Snorkel, Key West Run

5.0
$220+/hour
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
$390/hour
Enjoy Miami on our 80ft Adonis Power Mega Yacht
Events in Miami Beach · 13 guests

Enjoy Miami on our 80ft Adonis Power Mega Yacht

New
Superowner
Best of 2026
$1,450/hour
Private 78ft Azimut Yacht to Isla Catalina – Snacks & Drinks, Up to 25 Guests
Events in La Romana · 25 guests

Private 78ft Azimut Yacht to Isla Catalina – Snacks & Drinks, Up to 25 Guests

New
$5,250/day
Instant Book
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
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
Super Fun Deck Boat Captain included
Powerboats in Islamorada · 6 guests

Super Fun Deck Boat Captain included

5.0
$85/hour
DONZI 34ft Speed Boat Rental in Cartagena, Colombia
Powerboats in Cartagena · 12 guests

DONZI 34ft Speed Boat Rental in Cartagena, Colombia

5.0
$95/hour
Private Boat 26' Up To 10 Person At Bayahibe Rd
Powerboats in Los Melones · 10 guests

Private Boat 26' Up To 10 Person At Bayahibe Rd

5.0
$69/hour

Caribbean Reviews

  1. BV

    Bryan

    Luxury 33ft Yacht with crew in Montego Bay

    All I can say is WOW! What a great host , what a great tour , that’s what I call hospitality. I’ll definitely call back Donald and charter with him . They showed me so fun and most importantly so much respect. I’m calling Donald back to host my next tour when I come back

  2. Mark

    Mark

    32' Sea Ray Amberjack for Charter in Fort Lauderdale

    Great 2 hour evening trip on this boat with Damien our captain. Exactly what we wanted on our wedding day. They took on our booking last minute after another charter we had booked cancelled on us last minute. Thank you and big thanks again to Damien

  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. DC

    DeAvionne

    Imagine Sailing Catamaran Charter in Simpson Bay, Sint Maarten

    Garth's boat was an amazing experience! My friends and I had such an enjoyable sail, thanks to Ross and Byron, who made us feel so welcome and comfortable. Their exceptional service ensured that our trip was tailored to the activities we wanted to do, and they truly went above and beyond. The boat was absolutely beautiful, and the captains felt like family by the end of the trip. We can’t wait to sail with them again whenever we’re back in SXM!