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Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(23,743 Reviews)

Page 50 of 1283,064 listings

Private Boat Experience! Classic Phoenix Flybridge in Beautiful Fajardo!
Events in Fajardo · 6 guests

Private Boat Experience! Classic Phoenix Flybridge in Beautiful Fajardo!

5.0
$175/hour
PRIVATE BOAT PERSONAL EXPIRIENCE.
Powerboats in Macao · 75 guests

PRIVATE BOAT PERSONAL EXPIRIENCE.

New
Superowner
Best of 2026
$125/hour
Fredam - Exclusive Private Yacht from Ocho Rios, Romance, Adventure & Serenity!
Events in Ocho Rios · 8 guests

Fredam - Exclusive Private Yacht from Ocho Rios, Romance, Adventure & Serenity!

5.0
$384/hour
Sea Ray 460 Sundancer Motor Yacht Rental in USVI / BVI
Events in Cruz Bay · 12 guests

Sea Ray 460 Sundancer Motor Yacht Rental in USVI / BVI

5.0
$2,000/day
Start Your Adventure in Punta Cana with 42' Meridian Yacht Charter
Events in Verón · 12 guests

Start Your Adventure in Punta Cana with 42' Meridian Yacht Charter

5.0
$2,235/day
22' Center console for fun, beach, lunch on the water, sight seeing!
Powerboats in Cape Coral · 4 guests

22' Center console for fun, beach, lunch on the water, sight seeing!

5.0
$125/hour
Hope Aboard Our Blue Beauty in St Lucia
Powerboats in Castries · 14 guests

Hope Aboard Our Blue Beauty in St Lucia

5.0
$179/hour
30’ Grady White in Fajardo
Powerboats in Fajardo · 7 guests

30’ Grady White in Fajardo

2.0
Superowner
$195/day
48ft Viking Princess Two-Story Flybridge Motor Yacht Charter Miami for 13 Guests
Events in Miami · 13 guests

48ft Viking Princess Two-Story Flybridge Motor Yacht Charter Miami for 13 Guests

New
Superowner
Best of 2026
$200/hour
All inclusive sailing charters, half day full day fishing week long sunset sail
Sailing in Charlotte Amalie · 12 guests

All inclusive sailing charters, half day full day fishing week long sunset sail

5.0
$250/hour
Instant Book
🚨Sexy Red Alert!🚨 SEA RAY 55ft YACHT! 1 Hr Free M-F
Events in Miami · 13 guests

🚨Sexy Red Alert!🚨 SEA RAY 55ft YACHT! 1 Hr Free M-F

New
$200+/hour
Catamaran Timaiao V, Crew included.  Saint Vincent and the Grenadines
Sailing in St. Andrew · 6 guests

Catamaran Timaiao V, Crew included. Saint Vincent and the Grenadines

5.0
$739+/night
Cartagena Charter – 38ft Private Boat Tour to Rosario Islands (16 Pax)
Powerboats in Cartagena · 16 guests

Cartagena Charter – 38ft Private Boat Tour to Rosario Islands (16 Pax)

New
$300/hour
52′ Yacht with Flybridge Private Luxury Charter in Key West | Up to 10 Guests
Events in Key West · 10 guests

52′ Yacht with Flybridge Private Luxury Charter in Key West | Up to 10 Guests

5.0
$600/hour
Snorkeling/Fishing and Island Hopping onboard a Skippered 26' Sea Chaser Boat
Powerboats in Nassau · 8 guests

Snorkeling/Fishing and Island Hopping onboard a Skippered 26' Sea Chaser Boat

5.0
$180/hour
Leopard 51 Power Cat Charter in Cartagena, Bolívar
Powerboats in Cartagena · 35 guests

Leopard 51 Power Cat Charter in Cartagena, Bolívar

5.0
$3,200/day
Private  Center Console boat   Saona Island Bayahibe Rd
Powerboats in Los Melones · 6 guests

Private Center Console boat Saona Island Bayahibe Rd

5.0
$370/day
50' Sea Ray The Best Party Yacht In Miami Beach
Events in Miami Beach · 13 guests

50' Sea Ray The Best Party Yacht In Miami Beach

5.0
Superowner
$270/hour
Bahamas Water Tours - Half Day Glass Bottom Boat Adventures in Nassau Bahamas
Tours in Nassau · 20 guests

Bahamas Water Tours - Half Day Glass Bottom Boat Adventures in Nassau Bahamas

5.0
$335+/hour
Instant Book
private boat charter, Bonaire, Kralendijk Snorkeling, wakeboarding, tubing
Powerboats in Kralendijk · 10 guests

private boat charter, Bonaire, Kralendijk Snorkeling, wakeboarding, tubing

5.0
$114/hour
Experience the Fort Lauderdale Finest with Sea Ray 250 SDX Outboard Bowrider
Powerboats in Fort Lauderdale · 12 guests

Experience the Fort Lauderdale Finest with Sea Ray 250 SDX Outboard Bowrider

New
$145/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
Inshore 3/4 Day Fishing Charter in Naples, Florida with Captain Tim
Fishing in Naples · 6 guests

Inshore 3/4 Day Fishing Charter in Naples, Florida with Captain Tim

New
$134/hour
3-Hours Puerto Plata Private Catamaran Cruise with BBQ Drinks and Snorkel
Powerboats in Sosúa · 15 guests

3-Hours Puerto Plata Private Catamaran Cruise with BBQ Drinks and Snorkel

New
$332/hour

Caribbean Reviews

  1. LD

    Lauren

    Private Boat Experience! Classic Phoenix Flybridge in Beautiful Fajardo!

    WOW! Just WOW! Don’t think twice- you need to book this boat. Jamie and Manuel were SO amazing and accommodating. They bought us beer, had the best music on the island and we’re so nice and helpful with snorkeling and even a mini dingy ride! We felt so lucky we had them personally and weren’t with the hassle of having a full group like other boats on the island. Best day of our lives!!!! Thank you thank you thank you!!

  2. JM

    Jeffry

    Sea Ray 460 Sundancer Motor Yacht Rental in USVI / BVI

    Nate and Emma were awesome! They were friendly and fun which added to the experience. They listened to what we wanted to do and made it happen. The boat is fantastic. My family will never forget swimming with the turtles, hitting some great snorkeling spots only accessible by boat, and seeing the beautiful sights of St. John.

  3. JT

    Jarrod

    Start Your Adventure in Punta Cana with 42' Meridian Yacht Charter

    Great communication and handled all stages of trip — from transportation to and from Cap Cana. Fast response to emails and WhatsApp. Boat was just as advertised— also very clean. Stopped three times: once to snorkel, then Island Saona for lunch and snorkeling and swimming, and finally to spot with tons of starfish.

  4. AM

    Anthony

    22' Center console for fun, beach, lunch on the water, sight seeing!

    We decided to take a second trip in 3 days with captain Keith while on vacation. This trip Keith was able to take us around to smaller islands and sand bars to explore on shore and hit some local fishing spots. The boys loved it and we were able to see plenty of dolphins while cruising around the intercoastal. He was very knowledgeable and endured the game of 1000 questions from our 8 year old, answering and talking g to him the entire time with a smile on his face!! It was great that Keith was able to pick us up at the marina we were staying at. Would definitely recommend him as a captain for the day.

  5. HB

    Heather

    Snorkeling/Fishing and Island Hopping onboard a Skippered 26' Sea Chaser Boat

    Captain Ryan and first mate Dray made our trip incredible . (Can’t say enuf Great things here)They put us on the fish right away and then took us snorkeling with the turtles. They brought all the gear and baits, snorkeling equipment and drinks ! What a great adventure!

  6. JS

    Jill

    Bahamas Water Tours - Half Day Glass Bottom Boat Adventures in Nassau Bahamas

    Angelo is a sincerely incredible man and made our excursion so memorable. He took us to incredible places, shared a lot of info about the country and island, and made us feel so safe. There was a group of 17 of us. We travel a lot and this was by far the best excursion we ever had. He’s an honest man, genuinely caring and respectful. We consider him part of our family now. Hes by far the best captain we’ve ever had and a great man.