The Caribbean · BOAT CHARTERS

Boat Charters Tours in the Caribbean Compared: The Top 15

62 tours  ·  from $65

The 15 boat charters tours below are ordered by how consistently travellers rate them. Price, duration and the one thing to check before you commit sit on every entry.

Private, luxury, custom charters to Stingray City, Snorkeling & More - Stingray City, the tour’s best hour
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Private, luxury, custom charters to Stingray City, Snorkeling & More

1.Private, luxury, custom charters to Stingray City, Snorkeling & More

★★★★★★★★★★5.0 · 488 reviews Our pick

Take a private boat for up to eight people around Grand Cayman’s North Sound. Your captain and guide, often including Kyle, Noah, Marcel, Lars, or Andrew, can shape the trip around Stingray City, Starfish Point, Rum Point, reef snorkeling, mangroves, or Bio Bay. The boat includes snorkel gear, a cooler, Wi-Fi, Spotify, daybeds, and a freshwater shower.

“Graeme, Marcel and Noah are so awesome! We had the BEST time swimming with stingrays, holding starfish and riding on their boat! They have all 5 star reviews, never less and now I know why! So glad we booked with them, it was a perfect day!!!”

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Private Full Day Charter: St Lucia Boat Tour to Soufriere - Jalousie Beach and the Pitons from sea level
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Private Full Day Charter: St Lucia Boat Tour to Soufriere

2.Private Full Day Charter: St Lucia Boat Tour to Soufriere

★★★★★★★★★★5.0 · 468 reviews · from $250

Spend 4 to 7 hours on a private St Lucia speedboat from Rodney Bay to Soufriere. Your captain and crew can shape the day around snorkeling, beaches, the Pitons, Marigot Bay, or optional land stops at Sulphur Springs and Piton Waterfall. Hotel and cruise-port transfers, drinks, water, and snorkel gear are included, while lunch, fuel, taxis, and entry fees cost extra.

“Jeramiah and Titan were amazing guides and helped make a fabulous day. They were completely helpful in suggesting itinerary changes that were steered more towards what we were looking for. They got us very close to the caves. ProvideRead more”

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All-Inclusive Private Charter to Icacos or Palomino Islands - Leaving Sunbay Marina in Fajardo
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All-Inclusive Private Charter to Icacos or Palomino Islands

3.All-Inclusive Private Charter to Icacos or Palomino Islands

★★★★★★★★★★5.0 · 421 reviews

From Sunbay Marina in Fajardo, you get a four-hour private boat trip to Icacos or Palomino. Your captain and first mate choose a good snorkeling area, provide gear and guidance, then take you near the island for beach time. Expect fruit, sandwiches, snacks, soft drinks, water, beer, rum, and a flexible pace.

“Wow! What an amazing day. Matthew and Capt. Oscar were friendly, down to earth and very knowledgeable. It felt like a choose your own adventure, as we were able to help set the pace and how long we wanted to do (or not do) the three lRead more”

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Private Full-Day Luxury Sailing Catamaran Charter in Sint Maarten - Little Bay adds the island’s unusual side
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Private Full-Day Luxury Sailing Catamaran Charter in Sint Maarten

4.Private Full-Day Luxury Sailing Catamaran Charter in Sint Maarten

★★★★★★★★★★5.0 · 402 reviews

Sail privately around St Maarten with Captain Mike and Elmira aboard a catamaran for up to eight people. Expect a safety briefing, coffee and croissants, snorkeling at Long Bay and Little Bay, paddleboarding, beach time, a charcoal BBQ lunch, and an open bar with rum punch, mimosas, beer, and mixed drinks. Stops can change with the weather.

“We had a wonderful experience! Michael was very helpful! There was a issue with the catamaran needing work done, but Michael went the extra mile and got us set up with another catamaran. We had the best experience, delicious lunch, beautiful beaches and an authentic Painkiller!”

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Private Luxury Catamaran Yacht. Full or Half Day Charter - Sail, Beach, Snorkel. - Building your route around St. Thomas
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Private Luxury Catamaran Yacht. Full or Half Day Charter – Sail, Beach, Snorkel.

5.Private Luxury Catamaran Yacht. Full or Half Day Charter – Sail, Beach, Snorkel.

★★★★★★★★★★5.0 · 386 reviews

Spend up to seven hours aboard S/Y Pisces, a private 47-foot Leopard catamaran for up to 12 people. Your captain may plan stops at Buck Island, Water Island, Honeymoon Beach, Shipwreck Cove, or quieter coves for snorkeling, swimming, and beach time. Snorkel gear, floats, drinks, Bluetooth audio, and a restroom are included. Lunch is not.

“This trip was perfect. The captain and 1st mate were knowledgeable and personable. We traveled to two islands. The 2nd island we stopped at to swim and snorkel was great. Funny enough there were about two hundred little fish that circled under the boat. We loved it! Rum punch was a +.”

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Light Tackle Tarpon & Snook Fishing Charter - What happens when you reach the lagoons
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Light Tackle Tarpon & Snook Fishing Charter

6.Light Tackle Tarpon & Snook Fishing Charter

★★★★★★★★★★5.0 · 350 reviews

Fish San Juan’s Laguna San José and Laguna Torrecilla aboard a private boat with Captain Clery’s team. Choose light tackle or fly fishing, target tarpon from 20 to 150 pounds, and use provided rods, reels, bait, and tackle. Guides including Miguel, Abi, Fernando, Hiram, and Gabriel have helped beginners and experienced anglers land memorable fish.

“Was an Ok experience, love to fish the tarpons we did have to much luck , I catched one only but got away, was a good fight, Iram, our captain, he tried hard to get us the spots and super friendly and knowledgeable”

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Explore the Virgin Islands on a Private Boat Charter - St. John beaches and reef snorkeling
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Explore the Virgin Islands on a Private Boat Charter

7.Explore the Virgin Islands on a Private Boat Charter

★★★★★★★★★★5.0 · 303 reviews

Set out from St. Thomas with a private captain and up to five companions. Shape the day around St. John beaches, reef snorkeling, sea turtles, reef fish, and a possible stop at Lime Out floating taco boat. Bottled water, soda, beer, and rum punch are included. Lunch and the $250 fuel surcharge cost extra.

“Our family has been traveling to St. John for nearly 10 years. We always reserve a private boat charter for one day during our stay. Every other charter has always been top notch. Unfortunately, I can not say the same about our Stormy Pirates Read more”

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USVI Private Boat Charters - New, Fast Powerboats for Half and Full Day - Choosing between a half day and a full day
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USVI Private Boat Charters – New, Fast Powerboats for Half and Full Day

8.USVI Private Boat Charters – New, Fast Powerboats for Half and Full Day

★★★★★★★★★★5.0 · 301 reviews

Take a private 31-foot Wellcraft powerboat from American Yacht Harbor in Red Hook, with room for up to 12 people. Your captain, such as Mike, Bryan, Aaron, Amanda, or Hillary, can shape the day around snorkeling, beaches, turtle watching, and St. John scenery. Snorkel gear, water, soda, and beer are included.

“Thanks to Captain Wallens our two families saw all the sights and enjoyed great snorkeling even though we didn’t have as much time as we wanted on the island due to our cruise port departure time. He is very knowledgeable about the islaRead more”

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Afternoon Luxury Catamaran Sailing and Charter Cruise from Bridgetown - Hotel pickup between Speightstown and Oistins
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Afternoon Luxury Catamaran Sailing and Charter Cruise from Bridgetown

9.Afternoon Luxury Catamaran Sailing and Charter Cruise from Bridgetown

★★★★★★★★★★5.0 · 269 reviews · from $175

Join Calabaza Sailing Cruises for a 3.5-hour afternoon catamaran from Bridgetown. You will snorkel with turtles, explore a reef or shipwreck, enjoy canapes and a premium bar, then watch the sun set over the Caribbean. Crews have included captains such as Danny and Chad, with hotel pickup between Speightstown and Oistins.

“Swimming with the turtles and swimming around some shipwrecks was awesome. The crew who worked that night was also amazing , the food was great and so were the vibes. Not my first time and definitely not my last time.”

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Puerto Rico: Bio Bay Swim and Sunset Charter or Late night tour - The sunset sandbar is more than a waiting stop
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Puerto Rico: Bio Bay Swim and Sunset Charter or Late night tour

10.Bio Bay Swim and Sunset Charter or Late night tour

★★★★★★★★★★5.0 · 258 reviews · from $65Best value

Meet Mareaito Charters in Lajas for a two-hour boat trip to a sandbar and La Parguera’s swimmable bioluminescent bay. The sunset option includes a warm-water swim, possible tarpon sightings, and about 30 minutes in the glowing bay. Captains such as Ryan, Brian, and Fiol and guides including Hector and Adriana have led recent trips. Late-night tours skip the sunset stop.

“Pro tip: forget your phone and camera, and just be present in a fleeting moment. The Phytoplankton are camera shy, plus, you don’t want to be handling your phone in the dark in the water anyway.”

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St Maarten Luxury Catamaran Full-Day Group Charter - Breakfast begins the day in a relaxed way
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St Maarten Luxury Catamaran Full-Day Group Charter

11.St Maarten Luxury Catamaran Full-Day Group Charter

★★★★★★★★★★5.0 · 237 reviews · from $245

Join captains and crew such as Benjamin, Alois, Georgia, or Paula for a full day aboard Flagship II, a 48-foot catamaran limited to 15 people. From Bobby’s Marina, you may sail toward Happy Bay, Long Bay La Samana, Tintamarre, and Maho Beach, with breakfast, a four-course lunch, open bar, snorkeling gear, fishing equipment, and paddleboards included.

“We truly enjoyed our day out in the catamaran. We had a small group, the food and hospitality were top notch, and the snorkeling was amazing!!”

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Friday Evening Kingston Harbour Cruise, Sunday Beach Cruise or Charter Our Boats - Sunday from Port Royal to Maiden Cay
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Friday Evening Kingston Harbour Cruise, Sunday Beach Cruise or Charter Our Boats

12.Friday Evening Kingston Harbour Cruise, Sunday Beach Cruise or Charter Our Boats

★★★★★★★★★★4.5 · 232 reviews · from $75

Choose a Friday evening cruise from Victoria Pier for city lights, a DJ, food, and drinks, or a Sunday trip from Port Royal to Maiden Cay for lunch, music, swimming, and beach time. The 69-foot catamaran carries up to 75 people, making this a lively local-style outing rather than a quiet sightseeing tour.

“Me and my friends were visiting from America. We had such a good time. The staff were very accommodating and nice. The dj played such a great mix of music. The vibes are definitely unmatched. Definitely something to do on a Sunday.”

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Marine Park - Private Boat charter with LOCAL Captain/ Guide - Meeting at Chachacha Beach beside the cruise port
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Marine Park – Private Boat charter with LOCAL Captain/ Guide

13.Marine Park – Private Boat charter with Local Captain/ Guide

★★★★★★★★★★5.0 · 217 reviews

Take a private boat from Chachacha Beach with a local captain such as Darin or Tariq. Spend about three hours snorkeling, swimming, relaxing at Klein Bonaire, or trying a towable tube. The boat holds up to 10 people, includes gear, water, ice, soft drinks, and alcoholic beverages, and lets your group set the pace.

“Captain Darin was awesome. Super friendly, knowledgeable and accommodating. We had a wonderful time despite needing to cut the tour short due to a medical issue. I'd recommend this private tour to anyone visiting Bonaire. 5 stars from me!”

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Bermuda Private Boat Charter: Snorkel, Cliff Jumping & Sightseeing - Daniel’s Head Park and the HMS Vixen
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Bermuda Private Boat Charter: Snorkel, Cliff Jumping & Sightseeing

14.Bermuda Private Boat Charter: Snorkel, Cliff Jumping & Sightseeing

★★★★★★★★★★5.0 · 193 reviews

Book a private Bermuda boat charter for up to 10 people and shape the day around your group. Captain Edward can take you cliff jumping at Admiralty House Park, snorkeling near HMS Vixen, swimming at Mangrove Bay, exploring caves, or simply cruising Bermuda’s bays with drinks, gear, and local stories included.

“Absolutely amazing. Captain Ed was fabulous! We completely customized the tour to our needs (no cliff jumping but instead private beaches, caves, coves, grottos, shipwrecks and off the beaten path beauty. It was the best day by far and worth every single penny. We will be back to Bermuda thanks to this tour.”

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Private Charter 34ft Express Cruiser Stingay City Reef Snorkeling - Meeting the southern stingrays at Stingray City
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Private Charter 34ft Express Cruiser Stingay City Reef Snorkeling

15.Private Charter 34ft Express Cruiser Stingay City Reef Snorkeling

★★★★★★★★★★5.0 · 179 reviews

Take a private 34-foot cruiser from Yacht Drive with up to 12 people, a captain and first mate, snorkeling gear, drinks, and a restroom. Spend 3, 4, 6, or 8 hours visiting Stingray City, Starfish Point, and reef sites near Rum Point. Captains such as Jason, Zach, Kenny, and Drew can adjust the day for swimming, fishing, photos, or lunch.

“Our original charter day had to be rescheduled due to inclement weather but communication and ease for this was great. Our day on the boat was the highlight of our trip! Our three kids had the best time. The boat team pointed out all marine life while snorkeling and made it a very special experience for them. Will book again when we visit next!”

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Explore the Caribbean

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