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Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(23,696 Reviews)

Page 50 of 1283,050 listings

Modern Luxury aboard 70FT Azimut + Free Jetski
Events in Miami Beach · 12 guests

Modern Luxury aboard 70FT Azimut + Free Jetski

New
$600/hour
Luxury Private Bahamas Charter | Swimming Pigs, Turtles, Snorkeling & Sandbars
Powerboats in Nassau · 12 guests

Luxury Private Bahamas Charter | Swimming Pigs, Turtles, Snorkeling & Sandbars

5.0
$180+/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
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
🚨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
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
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
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
50' Sea Ray Flybridge Private Charter in Miami River - Comfort for 13 Guests
Events in Miami · 13 guests

50' Sea Ray Flybridge Private Charter in Miami River - Comfort for 13 Guests

5.0
Superowner
Best of 2026
$200/hour
Instant Book
2022 Yamaha 252XE in Coral Gables, FL
Powerboats in Coral Gables · 12 guests

2022 Yamaha 252XE in Coral Gables, FL

New
Superowner
Best of 2026
$125/hour
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
40 ft Jeanneau Sloop Charter in Fort Lauderdale
Sailing in Fort Lauderdale · 6 guests

40 ft Jeanneau Sloop Charter in Fort Lauderdale

5.0
$109+/hour
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
High Demand
Powercat Aquila 50 Anguilla In St Martin - St Barth
Events in Saint Martin · 12 guests

Powercat Aquila 50 Anguilla In St Martin - St Barth

New
Superowner
$512/hour
88' Princess Yacht With Hot Tub
Events in Miami Beach · 12 guests

88' Princess Yacht With Hot Tub

New
Superowner
$1,550+/hour
Fountaine Pajot MY 37 Catamaran in Miami (Fuel Included!)
Events in Miami Beach · 12 guests

Fountaine Pajot MY 37 Catamaran in Miami (Fuel Included!)

New
$300+/hour
*ONLY NIGHT* Cartagena Bay... for parties with DJs For 35 passengers
Events in Cartagena · 35 guests

*ONLY NIGHT* Cartagena Bay... for parties with DJs For 35 passengers

5.0
Superowner
$400/hour

Caribbean Reviews

  1. jaylene

    jaylene

    50' Sea Ray Flybridge Private Charter in Miami River - Comfort for 13 Guests

    Richelle was a great host and provided through communication throughout the entire process.

  2. 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.

  3. 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!

  4. SS

    Shaun

    40 ft 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. 🙌

  5. Kathy

    Kathy

    40 ft 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!

  6. BJ

    Broderick

    *ONLY NIGHT* Cartagena Bay... for parties with DJs For 35 passengers

    Alain, captain and crew are all very friendly and hospitable. They will accommodate and take care all your needs. I had a full DJ set up, full camera team and 20 people. There was plenty room and space for another 15 or more people. The boat was clean and we all felt safe. We went to Cholon and we had food, rode jet skis, smoke hookah, had drinks, danced to the music and took plenty pictures. The weather was perfect. Started at 9 and came back to the bay at 5. Everything was great.