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Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(24,917 Reviews)

Page 53 of 140 • 3,346 listings

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
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 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
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
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
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
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
private boat charter, Bonaire, Kralendijk Snorkeling, wakeboarding, tubing
Powerboats in Kralendijk · 10 guests

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

5.0
$112/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
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
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
Miami Luxury Charter – 52ft Formula Motor Yacht for 13 Guests
Events in Miami · 13 guests

Miami Luxury Charter – 52ft Formula Motor Yacht for 13 Guests

New
Superowner
Best of 2026
$150/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
All Inclusive 40' Catamaran Sailing Experience - Old San Juan
Sailing in San Juan · 6 guests

All Inclusive 40' Catamaran Sailing Experience - Old San Juan

3.0
$725/hour
105’ Azimut Yacht Charter with Jacuzzi in Miami - 13 Guests Capacity
Events in Miami · 13 guests

105’ Azimut Yacht Charter with Jacuzzi in Miami - 13 Guests Capacity

New
Superowner
Best of 2026
$350/hour
Enjoy Miami in 38ft Meridian!
Events in Miami · 13 guests

Enjoy Miami in 38ft Meridian!

New
Superowner
Best of 2026
$250/hour
45' Sea Ray Fly Yacht for Bachelorette Parties and Sunset Cruises in Miami
Events in Miami · 13 guests

45' Sea Ray Fly Yacht for Bachelorette Parties and Sunset Cruises in Miami

New
Superowner
Best of 2026
$250/hour
Luxury Charter 50ft Azimut Motor Yacht in Miami - Up to 13 Guests
Events in Miami · 13 guests

Luxury Charter 50ft Azimut Motor Yacht in Miami - Up to 13 Guests

New
Superowner
Best of 2026
$400/hour
60ft Prestige Yacht to Explore Miami!
Events in Miami Beach · 13 guests

60ft Prestige Yacht to Explore Miami!

New
Superowner
Best of 2026
$520/hour

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.