THE CARIBBEAN · PRIVATE BOAT CHARTERS

15 Private Boat Charters in the Caribbean Worth Booking

27 tours  ·  from $75 a head

Every trip has one free day too few. These 15 private boat charters justify the slot, priced and timed so you can decide in minutes and get back to the fun part.

50' Luxury Yacht. Private Full or Half Day Catamaran Snorkel, & Beach Experience - Life aboard SY Sirena
Boat Charters in St Thomas, Boat Charters in the US Virgin Islands, Catamaran Cruises, Catamaran Cruises in St Thomas, Catamaran Cruises in the US Virgin Islands, Cruises & Boat Tours, Private, Private Boat Charters, Snorkeling, Snorkeling in St Thomas, Snorkeling in the US Virgin Islands, Tour Reviews, Tours in St Thomas, Tours in the US Virgin Islands, VIP

50′ Luxury Yacht. Private Full or Half Day Catamaran Snorkel, & Beach Experience

1.50′ Luxury Yacht. Private Full or Half Day Catamaran Snorkel, & Beach Experience

★★★★★★★★★★5.0 · 606 reviews Our pick

Take up to 12 people aboard SY Sirena, a 50-foot catamaran departing Red Hook. Your captain, including Maddy, JW, Alex, Dave, or others on the crew, helps shape a 4 to 7-hour day around snorkeling, beaches, sea turtles, and quiet coves. Beer, soda, rum punch, floats, snorkel gear, water, and a restroom are included.

“This was absolutely the highlight of the trip! Alex and Daron were so wonderful - funny and informative. They accommodated what we wanted to see and we got to see sea turtles, sting ray and tons of fish! Thank you for making this such a lovely trip - next time we will do the full day!”

Check availability →Read our full review

Private, luxury, custom charters to Stingray City, Snorkeling & More - Stingray City: the main event
Boat Charters in Grand Cayman, Private, Private Boat Charters, Snorkeling, Snorkeling in Grand Cayman, Stingray City Trips, Tour Reviews, Tours in Grand Cayman, VIP

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

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

★★★★★★★★★★5.0 · 488 reviews

Take a private Cobalt Custom Charters boat for up to eight people around Grand Cayman’s North Sound. Choose Stingray City, Starfish Point, Rum Point, reef snorkeling, mangroves, or an evening Bio Bay trip. Captains such as Kyle, Noah, Marcel, Lars, and Andrew tailor the pace, explain the wildlife, and help nervous swimmers feel at ease.

“Appreciated the flexibility in planning for the day!! Very responsive and extremely attentive. Our family thoroughly enjoyed our trip with Cobalt Custom Tours!!”

Check availability →Read our full review

Private Full Day Charter: St Lucia Boat Tour to Soufriere - The northern and southern coast by boat
Boat Charters in St Lucia, Cruises & Boat Tours, Full-Day, Private, Private Boat Charters, Tour Reviews, Tours in St Lucia

Private Full Day Charter: St Lucia Boat Tour to Soufriere

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

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

Take a private speedboat from Rodney Bay to Soufriere with your own group, stopping at fishing villages, beaches, reefs, Marigot Bay, and the Pitons. Your crew may include experienced captains such as Titus, Jeremiah, or Jason. Snorkeling gear, drinks, and transfers are included, while lunch, fuel, taxis, and attraction fees cost extra.

“This was a fantastic, private day on the water! My husband and I were taken to several different beaches and landmarks around Saint Lucia. They offered snorkeling, swimming, beach time, and lots of rum punch, water and beer. Our two tour guides gave us great facts about the island, plenty of photo opportunities and a really really magical fun day!!”

Check availability →Read our full review

All-Inclusive Private Charter to Icacos or Palomino Islands - Snorkeling with real help
Day Passes & All-Inclusive Days, Private, Private Boat Charters, Tour Reviews, Tours in Fajardo, Tours in Puerto Rico

All-Inclusive Private Charter to Icacos or Palomino Islands

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

★★★★★★★★★★5.0 · 421 reviews

From Fajardo, you get four hours on a private boat for up to six people, with snorkeling, beach time, fruit, sandwiches, snacks, and drinks. Choose Icacos or Palomino, then work with your captain and mate to set the pace. Crews such as Jon, Adriana, Syd, and Lolo are often praised for attentive service and calm snorkeling help.

“My friends and I were very much pleased with our exclusive island tour. Both tour guides were lovely and attentive! We had a blast and everything just turned out perfect.”

Check availability →Read our full review

Private Full-Day Luxury Sailing Catamaran Charter in Sint Maarten - Lunch on Board, with a Proper Charcoal Grill
Boat Charters in St Maarten, Catamaran Cruises, Catamaran Cruises in St Maarten, Cruises & Boat Tours, Full-Day, Private, Private Boat Charters, Sailing Trips, Sailing Trips in St Maarten, Tour Reviews, Tours in St Maarten, VIP

Private Full-Day Luxury Sailing Catamaran Charter in Sint Maarten

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

★★★★★★★★★★5.0 · 402 reviews

Spend about seven hours aboard a private catamaran with Captain Mike and Elmira. Cruise St. Maarten’s coast, snorkel at Long Bay and Little Bay, visit Tintamarre when weather allows, and enjoy paddleboarding, a charcoal barbecue lunch, snacks, and an open bar. Your group of up to eight has the boat to itself.

“Captain Mike’s “tour guide” experience was wonderful! The wind didn’t lend to pinel and tintamarre so we stayed along the Dutch coast primarily. The food was incredible and the drinks plenty. Thank you again!”

Check availability →Read our full review

Private Luxury Catamaran Yacht. Full or Half Day Charter - Sail, Beach, Snorkel. - Choosing the route with your captain
Boat Charters in St Thomas, Boat Charters in the US Virgin Islands, Catamaran Cruises, Catamaran Cruises in St Thomas, Catamaran Cruises in the US Virgin Islands, Cruises & Boat Tours, Private, Private Boat Charters, Sailing Trips, Sailing Trips in St Thomas, Sailing Trips in the US Virgin Islands, Snorkeling, Snorkeling in St Thomas, Snorkeling in the US Virgin Islands, Tour Reviews, Tours in St Thomas, Tours in the US Virgin Islands, VIP

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

6.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 47-foot luxury catamaran, with your own captain and crew. Build a route around St. Thomas, Water Island, Buck Island, beaches, reefs, and turtle-watching spots. Snorkel gear, floats, beer, rum punch, soda, water, Bluetooth audio, and a restroom are included. Lunch costs extra.

“Absolutely awesome day!! The crew really took care of us on the beautiful Pieces! Kayli’s kept the rum punch flowing for sure! Swimming, snorkeling, a great lunch at Dinghy’s as well. I would definitely recommend this private catamaran experience.”

Check availability →Read our full review

Light Tackle Tarpon & Snook Fishing Charter - Light tackle or fly fishing
Deep Sea Fishing, Private Boat Charters, Tour Reviews, Tours in Puerto Rico, Tours in San Juan

Light Tackle Tarpon & Snook Fishing Charter

7.Light Tackle Tarpon & Snook Fishing Charter

★★★★★★★★★★5.0 · 350 reviews

Fish Laguna San José and Laguna Torrecilla from a private boat near San Juan. Captain Clery and guides such as Miguel, Abi, Fernando, Hiram, and Gabriel provide rods, reels, bait, and instruction for light-tackle or fly fishing. Expect calm brackish water, red mangroves, snook, jacks, and tarpon from 20 to 150 pounds.

“Took my two grandboys ages 14 and 19 on this trip. Each brought in tarpon, both caught a 50+ pounder that got away (one after a 40 minute fight!), plus numerous "hits". Captain Tommy was an outstanding guide and teacher. A good time was had by all!”

Check availability →Read our full review

Explore the Virgin Islands on a Private Boat Charter - Your captain sets the tone
Boat Charters in St Thomas, Boat Charters in the US Virgin Islands, Cruises & Boat Tours, Private, Private Boat Charters, Tour Reviews, Tours in St Thomas, Tours in the US Virgin Islands

Explore the Virgin Islands on a Private Boat Charter

8.Explore the Virgin Islands on a Private Boat Charter

★★★★★★★★★★5.0 · 303 reviews

Set out from St Thomas with a captain at the wheel and up to five companions. Shape the day around St John beaches, reef snorkeling, sea turtles, fish, and a floating taco lunch. Water, soda, beer, and rum punch are included. A $250 fuel surcharge applies, and there is no restroom aboard.

“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”

Check availability →Read our full review

USVI Private Boat Charters - New, Fast Powerboats for Half and Full Day - MV Aquarius: fast, roomy, and built for a group
Boat Charters in St Thomas, Boat Charters in the US Virgin Islands, Cruises & Boat Tours, Full-Day, Private, Private Boat Charters, Tour Reviews, Tours in St Thomas, Tours in the US Virgin Islands

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

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

★★★★★★★★★★5.0 · 301 reviews

You’ll cruise from American Yacht Harbor aboard the 31-foot MV Aquarius, a fast private boat for up to 12 people. Your captain, such as Mike, Bryan, Aaron, Amanda, Hillary, or Sammy, can shape a four-to-seven-hour outing around snorkeling, beaches, turtles, island views, and quiet coves. Water, soda, beer, and snorkeling gear are included.

“We had an amazing experience with our captain Hillary! She messaged us the morning of our boat day to make sure we had everything we needed. And was very knowledgeable about the best snorkel spots and beaches. We swam with tons of sea turtles, and even got to hop off the boat for a quick drink at a beach bar on St. John! Would definitely do this again in the future! Make sure to bring reef safe sunscreen!”

Check availability →Read our full review

Private Boat Tours to outer islands, snacks drinks- snorkel- cruise! - Leaving the Bight for Grace Bay’s Open Water
Boat Charters in Providenciales, Boat Charters in Turks and Caicos, Cruises & Boat Tours, Private, Private Boat Charters, Snorkeling, Snorkeling in Providenciales, Snorkeling in Turks and Caicos, Tour Reviews, Tours in Providenciales, Tours in Turks and Caicos

Private Boat Tours to outer islands, snacks drinks- snorkel- cruise!

10.Private Boat Tours to outer islands, snacks drinks- snorkel- cruise!

★★★★★★★★★★5.0 · 264 reviews

Spend about four hours aboard a private boat from Providenciales, with snorkeling gear, drinks, and substantial snacks included. Your captain may take you to Iguana Island, a sandbar, reef sites, shipwrecks, canals, or nearby islands. Ask about the route before departure, since reaching the outer islands may require a full-day charter.

“Wonderful experience and beautiful scenery. Guides (“Lunchbox” and “Prime Time” ) were excellent! Definitely recommend it. Good for all ages.”

Check availability →Read our full review

St Maarten Luxury Catamaran Full-Day Group Charter - Happy Bay and the quieter side of the island
Boat Charters in St Maarten, Catamaran Cruises, Catamaran Cruises in St Maarten, Cruises & Boat Tours, Full-Day, Private Boat Charters, Tour Reviews, Tours in St Maarten, VIP

St Maarten Luxury Catamaran Full-Day Group Charter

11.St Maarten Luxury Catamaran Full-Day Group Charter

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

Set sail from Bobby’s Marina with a captain and crew such as Benjamin, Alois, Georgia, or Pavla. This shared catamaran trip carries no more than 15 people and includes breakfast, snacks, a four-course lunch, open bar, snorkeling gear, fishing equipment, and paddleboards. Stops may include Happy Bay, Long Bay, and Tintamarre Island.

“So much fun, the crew was amazing, the food was fantastic and everyone in our group had a blast. There were 10 of us total, 4 adults and 6 kids (ages 11, 10, 8, 6, 5 and 3)…there was also another family and a bachelorette party on our trip (17 Read more”

Check availability →Read our full review

Friday Evening Kingston Harbour Cruise, Sunday Beach Cruise or Charter Our Boats - Sunday from Port Royal to Maiden Cay
Cruises & Boat Tours, Private Boat Charters, Tour Reviews, Tours in Jamaica, Tours in Kingston

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 $75Best value

Choose a Friday evening sail from Victoria Pier for a three-hour DJ cruise around Kingston Harbour, or a Sunday trip from Port Royal to Maiden Cay with lunch, drinks, swimming, and beach time. Both use a 69-foot power catamaran and carry up to 75 people. Expect a lively, local party atmosphere rather than a quiet sightseeing tour.

“Everyone that worked on the boat was very friendly. The boat ride was awesome. The DJ was freaking excellent. The food and alcohol was on point. They make sure we enjoyed ourselves.”

Check availability →Read our full review

Private Charter 34ft Express Cruiser Stingay City Reef Snorkeling - Reef snorkeling around Rum Point
Boat Charters in Grand Cayman, Private, Private Boat Charters, Snorkeling, Snorkeling in Grand Cayman, Tour Reviews, Tours in Grand Cayman

Private Charter 34ft Express Cruiser Stingay City Reef Snorkeling

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

★★★★★★★★★★5.0 · 179 reviews

You’ll cruise Grand Cayman aboard the 34-foot Escape Hatch with a captain and first mate such as Jason, Kenny, or Zach. Choose a 3, 4, 6, or 8-hour charter, then tailor the day around Stingray City, reef snorkeling, Starfish Point, fishing, and an optional waterside lunch.

“We had a great experience with Jason and Kenny. They were very knowledgeable and provided a safe environment for our group (6 adults and 2 young children). Our visit to Sting Ray City was awesome. We were able to hold the sting rays (Barbie) but what really impressed us was Jason’s knowledge and care for the rays. We made 2 other stops one at Rum Point to snorkel (Kenny helped us find an eel (Sparkie), lobster as well as many other beautiful fish). Next stop was Star Fish Island where we were able to hold several different Sea Stars. We chose not to stop for lunch and instead spent the…”

Check availability →Read our full review

Stingray City, Star fish Point and Snorkeling Private Boat Tour - Snorkeling with room to spread out
Boat Charters in Grand Cayman, Cruises & Boat Tours, Private, Private Boat Charters, Snorkeling, Snorkeling in Grand Cayman, Stingray City Trips, Tour Reviews, Tours in Grand Cayman

Stingray City, Star fish Point and Snorkeling Private Boat Tour

14.Stingray City, Star fish Point and Snorkeling Private Boat Tour

★★★★★★★★★★5.0 · 174 reviews

Take a private boat from the Cayman Islands Yacht Club to Stingray City, snorkeling sites, and Starfish Point. Guides including Omar, Dean, Jeffrey, and Chris tailor the pace for families and cruise visitors, with drinks and snacks often available. A lunch stop at Rum Point or Kaibo may be included.

“We had the best day- Jeffrey was an awesome guide- so relaxed and went at our pace and was great with our kids! Highlight of our trip!”

Check availability →Read our full review

Private Stingray City and Snorkeling Half Day Charter for 6 Guest - Leaving from Camana Bay Harbor
Boat Charters in Grand Cayman, Private, Private Boat Charters, Snorkeling, Snorkeling in Grand Cayman, Stingray City Trips, Tour Reviews, Tours in Grand Cayman

Private Stingray City and Snorkeling Half Day Charter for 6 Guest

15.Private Stingray City and Snorkeling Half Day Charter for 6 Guest

★★★★★★★★★★5.0 · 171 reviews

Set out from Camana Bay with a captain and two-person crew for up to four hours on a private boat. Visit Starfish Point, Stingray City, and Coral Gardens or adjust the route to suit your group. Canyon and Mark are named guides associated with this experience, and equipment, towels, showers, water, and ice are included.

“This tour was great. Canyon and Mark knew all the spots and how to miss the crowds. It was great to be in control of where we went and how long we stayed. They were also very patient with our 3 9-year olds. I would recommend this as the absolute best way to see Cayman.”

Check availability →Read our full review

Half Day Snorkeling, Sightseeing & Island Hopping Private Charter (Afternoon) - Little Water Cay and the rock iguanas
Boat Charters in Providenciales, Boat Charters in Turks and Caicos, City Tours, Island Tours, Island Tours in Providenciales, Island Tours in Turks and Caicos, Private, Private Boat Charters, Snorkeling, Snorkeling in Providenciales, Snorkeling in Turks and Caicos, Tour Reviews, Tours in Providenciales, Tours in Turks and Caicos

Half Day Snorkeling, Sightseeing & Island Hopping Private Charter (Afternoon)

21★ 5.0Half Day Snorkeling, Sightseeing & Island Hopping Private Charter (Afternoon)105 reviews

New in Private Boat Charters

★ 5.0BVI Apotheoseas boat charter 38ft, Full Day / Half day trips92 reviews
★ 5.0Private Full-Day Catamaran Sailing Charter in St Maarten97 reviews
★ 5.0St. Lucia Private Boat Tour, Mud Bath, Waterfall & Beach TimeFrom $260102 reviews
★ 5.0Private Half Day Charter: St Lucia Boat Tour to SoufriereFrom $23298 reviews
★ 5.0Santa Elena Fishing Charters in Punta Cana98 reviews
★ 4.5Private Afternoon Fishing Charter in Aruba97 reviews

Keep browsing

Cruises & Boat ToursSnorkelingCatamaran CruisesSailing TripsSunset CruisesParty Boats & Booze CruisesScuba DivingTurtle Swims
Scroll to Top

Explore the Caribbean

Pick an island, a reef or a road.

On the water

SnorkellingCatamaran DaysSailing TripsSunset SailsTurtle Swims

Inland

Buggies and ATVsJeep SafarisWaterfallsCavesZiplines

Only here

Swimming PigsBio BayStingray CitySaona IslandEl Yunque

Towns and rum

City ToursWalking ToursOld San JuanRum TastingsFood Tours