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All listings in Caribbean

Awesome tours in the Caribbean.

4.8
(9,240 Reviews)

Page 20 of 73 • 1,752 listings

⭐⭐⭐Miami Escape – 60ft Azimut Flybridge Luxury Yacht Experience
Events in Miami · 13 guests

⭐⭐⭐Miami Escape – 60ft Azimut Flybridge Luxury Yacht Experience

5.0
$210/hour
Instant Book
60ft PRIVATE YACHT CRUISE + FREE HOUR
Events in Miami · 13 guests

60ft PRIVATE YACHT CRUISE + FREE HOUR

New
$100+/hour
Sailing Charters On 37' Hunter Legend Cruising Monohull In Virgin Islands
Sailing in Charlotte Amalie West · 6 guests

Sailing Charters On 37' Hunter Legend Cruising Monohull In Virgin Islands

5.0
$210/hour
Limited Availability
⭐⭐⭐Explore Biscayne Bay on 45' Sea Ray Express Cruiser in Miami
Events in Miami · 13 guests

⭐⭐⭐Explore Biscayne Bay on 45' Sea Ray Express Cruiser in Miami

New
$100/hour
Instant Book
Enjoy Cartagena on a 55ft Azimut Luxury Yacht!
Events in Cartagena · 18 guests

Enjoy Cartagena on a 55ft Azimut Luxury Yacht!

New
Superowner
Best of 2026
$223/hour
62' Azimut “Priceless” | Luxury Miami Yacht Charter
Events in Miami Beach · 13 guests

62' Azimut “Priceless” | Luxury Miami Yacht Charter

5.0
$680+/hour
Your Perfect Day on the Water Starts Here 219FS Key West in SWFL Bonita Springs
Powerboats in Cape Coral · 8 guests

Your Perfect Day on the Water Starts Here 219FS Key West in SWFL Bonita Springs

5.0
$85/hour
60' Viking Princess Motor Yacht - Day Cruises Or Multi Day Charters!
Events in Aventura · 12 guests

60' Viking Princess Motor Yacht - Day Cruises Or Multi Day Charters!

5.0
$375+/hour
Stunning 35ft Sea Ray Sundancer Yacht in Miami for 12 Guests
Events in Miami · 12 guests

Stunning 35ft Sea Ray Sundancer Yacht in Miami for 12 Guests

New
Superowner
Best of 2026
$125/hour
Limited Availability
Key West Center Console: Your Perfect Day Boat Awaits!
Powerboats in Boynton Beach · 8 guests

Key West Center Console: Your Perfect Day Boat Awaits!

5.0
$84+/hour
St. Kitts Coastline Cruise & Beach
Tours in Basseterre · 45 guests

St. Kitts Coastline Cruise & Beach

5.0
$147/hour
Luxury 60ft Prestige Yacht: Flybridge, Sunbed Lounge & VIP Experience in Miami
Events in Miami · 13 guests

Luxury 60ft Prestige Yacht: Flybridge, Sunbed Lounge & VIP Experience in Miami

New
Superowner
$400/hour
Discover the Island's, South Paradise aboard our Bayliner 2659 Rendezvous Boat!!
Powerboats in Salinas · 6 guests

Discover the Island's, South Paradise aboard our Bayliner 2659 Rendezvous Boat!!

5.0
$150/hour
Tour Rosario and Cholón Islands Plan with 41ft Marlin Center Console
Powerboats in Cartagena · 20 guests

Tour Rosario and Cholón Islands Plan with 41ft Marlin Center Console

New
Superowner
Best of 2026
$210/hour
Nassau: Island Hopping, Snorkeling, Swimming Pigs Adventure and Private Tour
Powerboats in Nassau · 10 guests

Nassau: Island Hopping, Snorkeling, Swimming Pigs Adventure and Private Tour

5.0
$200/hour
Explore Cartagena Aboard 42' Iconique B1 with Captain for 12 Guests
Events in Cartagena · 12 guests

Explore Cartagena Aboard 42' Iconique B1 with Captain for 12 Guests

5.0
Superowner
$200/hour
Bentley Pontoon Boat 24’ Powered By 115 Hp In Bay Harbor Islands
Powerboats in Bay Harbor Islands · 12 guests

Bentley Pontoon Boat 24’ Powered By 115 Hp In Bay Harbor Islands

New
$95/hour
Explore Miami River Aboard 55ft Sea Ray Yacht for Groups and Events
Events in Miami · 13 guests

Explore Miami River Aboard 55ft Sea Ray Yacht for Groups and Events

4.5
Superowner
$150/hour
Private Boat Rental and Tour of Rincon and Western Puerto Rico
Fishing in Rincon · 6 guests

Private Boat Rental and Tour of Rincon and Western Puerto Rico

4.7
$156+/hour
Luxury Sea Ray 40’ Yacht – Miami Experience
Events in Miami · 13 guests

Luxury Sea Ray 40’ Yacht – Miami Experience

5.0
$120/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
45ft Maxum Motor Yacht in Bayside Marina, Miami, Bareboat Charter
Powerboats in Miami · 13 guests

45ft Maxum Motor Yacht in Bayside Marina, Miami, Bareboat Charter

1.0
Superowner
Best of 2026
$250/hour
Snorkeling and Scuba Boat Tours in Fajardo, Puerto Rico
Tours in Fajardo · 35 guests

Snorkeling and Scuba Boat Tours in Fajardo, Puerto Rico

4.8
$543+/hour
32ft Cape Horn #1 - Explore the USVI & BVI on Our Private Charter!
Powerboats in St. Thomas · 12 guests

32ft Cape Horn #1 - Explore the USVI & BVI on Our Private Charter!

5.0
$300/hour

Tours Reviews in Caribbean

  1. Caitlin

    Caitlin

    Sailing Charters On 37' Hunter Legend Cruising Monohull In Virgin Islands

    This was one of the best days of our lives! Christina and Jon were beyond accommodating. The drinks, the FOOD (get the lobster and mahi), the music, the snorkeling (saw so many beautiful fish and sea turtles!!) and the conversation were so enjoyable. These people know the islands so well and teach you a lot on top of giving you one of the best experiences of your life! Could not recommend it enough!!!!!

  2. KR

    Kelsey

    Sailing Charters On 37' Hunter Legend Cruising Monohull In Virgin Islands

    Jon and his team delivered the best experience of our St. John’s vacation. This is an island best seen by boat. Our kids are young (2,5,7). He customized an itinerary, snacks etc to the group. We went to one beautiful beach with turtles and a great snorkeling spot with fish. As our kids say, three thumbs up!

  3. LK

    Liz

    Sailing Charters On 37' Hunter Legend Cruising Monohull In Virgin Islands

    Jon and Christina were absolutely amazing! They made the experience so much fun and were very accommodating to everything we wanted to do, whether snorkeling, bringing us into to hang on the beach or whatever we wanted to experience. They also served the best food and drinks, it was the best part of our trip!

  4. ML

    Michael

    Sailing Charters On 37' Hunter Legend Cruising Monohull In Virgin Islands

    We have been on multiple day trips around the water during our stay on St. John. Our trip with Jon and Christina was by far the best experience. They actually asked us for input and what we would like to see and do. The lunch they served us was the best meal we have had here on St. John. Not only was it the best experience, it was also the best value. I highly recommend this duo for a great afternoon of sailing and snorkeling. We will be back.

  5. Cherry

    Cherry

    Sailing Charters On 37' Hunter Legend Cruising Monohull In Virgin Islands

    The crew are knowledgeable about the islands, serve the best mango dip appetizer, and delicious pork and mahi mahi meals. Their snorkeling equpment is like new and works great. They give you masks and fins plus noodles for those who need assistance. Great value for money.

  6. da

    david

    Sailing Charters On 37' Hunter Legend Cruising Monohull In Virgin Islands

    Terrific experience. Great sailing. Lots of good snorkeling. Saw turtles, rays, tons of fish and a sleeping baby shark. Food and drinks were terrific. John and Christina could not have been more generous. Did a private charter just with family which I highly recommend. For folks that are more interested in the experience than glitz, this is a terrific team.