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Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(25,137 Reviews)

Page 53 of 141 • 3,369 listings

Punta Cana VIP Ocean Party: Snorkeling, Entertainment, Sandbar & Cocktails 🍸
Events in Punta Cana · 80 guests

Punta Cana VIP Ocean Party: Snorkeling, Entertainment, Sandbar & Cocktails 🍸

4.0
Superowner
Best of 2026
$15/hour
Sea Ray Sundancer 60' VIP Private Yacht Charter
Events in Fort Lauderdale · 13 guests

Sea Ray Sundancer 60' VIP Private Yacht Charter

5.0
$350+/hour
50 Ft. Catamaran Power Play
Powerboats in Punta Cana · 20 guests

50 Ft. Catamaran Power Play

New
$2,395/day
30’ Grady White in Fajardo
Powerboats in Fajardo · 7 guests

30’ Grady White in Fajardo

2.0
Superowner
$195/day
Enjoy 55’ Azimut Luxury Yacht Charter in Miami!
Events in Miami · 13 guests

Enjoy 55’ Azimut Luxury Yacht Charter in Miami!

New
Superowner
Best of 2026
$400/hour
Private 38-Passenger Catamaran Charter – Ideal for Groups & Events-15% off!
Travel in Miami · 38 guests

Private 38-Passenger Catamaran Charter – Ideal for Groups & Events-15% off!

1.0
$300/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
Enjoy a Custom 24ft Pontoon for Adventure in Miami
Powerboats in Miami · 10 guests

Enjoy a Custom 24ft Pontoon for Adventure in Miami

New
Superowner
Best of 2026
$200/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
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
78’ Sunseeker Helios Mega Yacht – Ultimate Space & Luxury Comfort
Events in Miami · 13 guests

78’ Sunseeker Helios Mega Yacht – Ultimate Space & Luxury Comfort

New
Superowner
Best of 2026
$900/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
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
Charter Sea Ray in Charlotte Amalie
Events in St. Thomas · 12 guests

Charter Sea Ray in Charlotte Amalie

5.0
$875+/day
41' Center Console Charter in Cartagena, Colombia
Powerboats in Cartagena · 18 guests

41' Center Console Charter in Cartagena, Colombia

New
$134+/hour
Explore Palm Beach Coast on a 65ft Power Catamaran — Sun, Sea & Memories!
Events in Boca Raton · 13 guests

Explore Palm Beach Coast on a 65ft Power Catamaran — Sun, Sea & Memories!

New
Superowner
Best of 2026
$500/hour
private boat charter, Bonaire, Kralendijk Snorkeling, wakeboarding, tubing
Powerboats in Kralendijk · 10 guests

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

5.0
$111/hour
38' Sea Ray Motor Yacht In Miami, Florida!
Events in Miami Beach · 13 guests

38' Sea Ray Motor Yacht In Miami, Florida!

5.0
Superowner
$230/hour
Full Day Private 36' Power Catamaran Charter for 12 People in USVI
Powerboats in St. Thomas · 12 guests

Full Day Private 36' Power Catamaran Charter for 12 People in USVI

5.0
$1,450/day
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
🚨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
Charter 62' Azimut Fly Bridge Luxury Yacht in Miami, Florida
Events in Miami · 12 guests

Charter 62' Azimut Fly Bridge Luxury Yacht in Miami, Florida

5.0
$600+/hour
Enjoy 2020 Schaefer 42' Motor Yacht in Miami
Events in Miami · 13 guests

Enjoy 2020 Schaefer 42' Motor Yacht in Miami

New
Superowner
Best of 2026
$250/hour
Instant Book

Caribbean Reviews

  1. 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. 🙌

  2. 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!

  3. 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.

  4. 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!

  5. George

    George

    Charter Sea Ray in Charlotte Amalie

    In one word, AMAZING! The boat is well-kept and clean with plush leather seating. The sound system was great with just the right amount of bass to make the experience come alive. Dana and Danielle are the perfect team between great conversation, knowledge of the sites and islands, accommodating and hospitable, and super responsive. On a scale of 1 (“Hec No” to 10 (“Hec, absolutely, and positively YES”, we give Dana a 10 on booking again, recommend to a friend, and how well we loved the experience.

  6. SJ

    Sidney

    Charter Sea Ray in Charlotte Amalie

    We had an amazing time on our day out. The Captain was punctual and very polite. We truly enjoyed cruising the ocean, visiting, various beaches, learning island history, and snorkeling with the ocean life. Overall I would highly recommend booking your yacht experience with this company.