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Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(24,245 Reviews)

Page 51 of 1323,154 listings

🚨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
Boat a Private Tour with Painkiller
Events in Long Bay Hills · 10 guests

Boat a Private Tour with Painkiller

5.0
$598+/hour
40ft Albin North Sea Cutter Motor Yacht for Up to 20 Guests in Miami
Events in Miami · 20 guests

40ft Albin North Sea Cutter Motor Yacht for Up to 20 Guests in Miami

5.0
$560+/hour
30’ Grady White in Fajardo
Powerboats in Fajardo · 7 guests

30’ Grady White in Fajardo

2.0
Superowner
$195/day
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
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
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
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
Snorkel and Cruise in Aruba
Events in Oranjestad-East · 10 guests

Snorkel and Cruise in Aruba

5.0
$375/hour
40ft Jeanneau Sloop Charter in Fort Lauderdale
Sailing in Fort Lauderdale · 6 guests

40ft Jeanneau Sloop Charter in Fort Lauderdale

5.0
$109+/hour
Enjoy a Luxury Miami Experience With Our 88ft Sunseeker!
Events in Miami · 13 guests

Enjoy a Luxury Miami Experience With Our 88ft Sunseeker!

New
Superowner
Best of 2026
$365/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
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
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
Sea Ray Motor Yacht in Punta Cana. Visit Saona Island and Natural Pool
Powerboats in Punta Cana · 12 guests

Sea Ray Motor Yacht in Punta Cana. Visit Saona Island and Natural Pool

5.0
$1,910/day
private boat charter, Bonaire, Kralendijk Snorkeling, wakeboarding, tubing
Powerboats in Kralendijk · 10 guests

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

5.0
$117/hour
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
Luxury Beneteau 52' Flybridge Motor Yacht
Events in Miami · 13 guests

Luxury Beneteau 52' Flybridge Motor Yacht

New
$220+/hour
67’ Luxury Power Catamaran – 6 Cabins, Jet Ski, Celebrations and Getaways
Events in Key West · 12 guests

67’ Luxury Power Catamaran – 6 Cabins, Jet Ski, Celebrations and Getaways

5.0
$750+/hour
Celebrate in Style with Luxury Yacht Charter in Punta Cana!
Powerboats in Punta Cana · 100 guests

Celebrate in Style with Luxury Yacht Charter in Punta Cana!

New
Superowner
Best of 2026
$17/hour
65' Deluxe Flybridge Motor Yacht
Events in Miami · 13 guests

65' Deluxe Flybridge Motor Yacht

New
Superowner
$190/hour
57ft Catamaran Power in La Romana Country House
Overnight in La Romana · 22 guests

57ft Catamaran Power in La Romana Country House

New
$2,700/day
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
Charter Sea Ray in Charlotte Amalie
Events in St. Thomas · 12 guests

Charter Sea Ray in Charlotte Amalie

5.0
$875+/day

Caribbean Reviews

  1. 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.

  2. SS

    Shaun

    40ft Jeanneau Sloop Charter in Fort Lauderdale

    This was our first time sailing and Captain Dan was amazing 🤩. He is very knowledgeable and accommodating. We sat up front on a couple of bean bags which was perfect and very comfortable. We will definitely do this again. Oh and we saw 👀dolphins 🐬 too. 🙌

  3. Kathy

    Kathy

    40ft Jeanneau Sloop Charter in Fort Lauderdale

    It was a great choice! Captain Dan welcomed us and prepared us so we would have a most enjoyable and safe trip! We toured beautiful areas, sailed along the coast and a great ocean adventure! We dropped anchor for a swim and lunch and had great conversation !! Thank you and we will be back!

  4. 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.

  5. LD

    Laura

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

    We had a wonderful day aboard Escape Hatch with Captain Jason! Boat is a bit older, but the ability to beat the crowds and adjust the schedule was totally worth it. Additionally, Jason knew all the local secrets so we had all the string rays in our private area even though a few other boats were nearby. Cheers!

  6. ad

    alexander

    Charter Sea Ray in Charlotte Amalie

    Couldn’t have been happier with the boat ,captain and mate! Wonder boat that’s super comfortable and spacious. Captain and crew were fantastic and went above and beyond to make sure we had the best time possible I couldn’t recommend them enough!