Sailing trips St Thomas

Plan your sailing trip in St Thomas

Experience a sailing trip in St Thomas with family and friends. Cruise on a sailboat or catamaran to explore the island’s hidden beaches. For a different experience, book with a captain and crew. Get a different perspective this holiday season.

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Cruise on a sailboat in St. Thomas

Browse our collection of sailboats for an unforgettable vacation

Luxury Yacht in Virgin Island (2003)

U.S. Virgin Islands
8

From $979 per day

Hunter Legend 37.5 (1989)

Estate Bovoni
6

From $1,057 per day

Sailboat Jeanneau 44 14m

St. Thomas
8

From $1,044 per day

Sailboat Jeanneau 54 16.7m

St. Thomas
12

From $1,234 per day

Sailboat Jeanneau Jeanneau 54 - 5 + 1 cab. 16.16m (2021)

Tortola
12

From $720 per day

Sailboat Jeanneau Sun Loft 47 - 6 + 1 cab. 14.42m (2020)

Tortola
13

From $605 per day

Kundalini Luxury Yacht in Virgin Island (2003)

Road Town
8

From $979 per day

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Cruise on a catamaran in St. Thomas

Find your dream catamaran to enjoy your perfect vacation

Catamaran Lagoon Lagoon 52f 15.84m (2017)

Saint Thomas
8

From $2,837 per day

Sailing Around Paradise in Your Own Private Yacht. Memories of a Lifetime (2003)

Charlotte Amalie
5

From $1,049 per day

Lagoon 57 (1995)

Charlotte Amalie
4

From $2,718 per day

Catamaran Fountaine Pajot Lipari 12.5m

St. Thomas
12

From $1,287 per day

Catamaran Heron Sailing Catamaran 63m

St. Thomas
12

From $2,669 per day

Catamaran Catana Group Bali 4.8 - 5 + 1 cab 14m (2022)

British Virgin Islands
11

From $1,688 per day

Fountain Pajot 2022 TANNA 47 (2022)

British Virgin Islands
12

From $1,702 per day

Catamaran Catana Group Bali 4.8 - 6 + 1 cab. 14m (2022)

British Virgin Islands
13

From $2,083 per day

Catamaran Fountaine Pajot Ipanema 58 17.81m (2019)

British Virgin Islands
12

From $5,249 per day

Catamaran Lagoon-Bénéteau Lagoon 450 F - 4 + 2 cab. 13.96m (2018)

Tortola
12

From $962 per day

Catamaran Lagoon-Bénéteau Lagoon 450 F - 4 + 2 cab. 13.96m (2018)

Tortola
12

From $962 per day

LAGOON 52 (2017)

Tortola
11

From $1,801 per day

Catamaran Lagoon-Bénéteau Lagoon 450 F - 4 + 2 cab. 13.96m (2019)

Tortola
12

From $1,000 per day

Catamaran Lagoon-Bénéteau Lagoon 450 F - 4 + 2 cab. 13.96m (2019)

Tortola
12

From $1,000 per day

Catamaran Lagoon-Bénéteau Lagoon 46 - 3 + 2 cab. 13.99m (2022)

Tortola
10

From $1,075 per day

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Cruise catamaran and sailboat

Want to plan a sailing trip?

Our experts are here to help you organize the perfect sailing trip.

Want to know more?

Best time to sail in St. Thomas?

The best time to sail in St. Thomas is from December to April, the island's dry season. The temperature varies from 36°F to 77°F. The low humidity, light to moderate winds, and bright sunshine is perfect for your sailing trip in St Thomas. The winter time is the most popular time to visit the island, and a boating trip may be the perfect way to escape the crowds.

Know more about St.Thomas

Sail past St. Thomas' beautiful sandy bays and venture towards the other USVIs and BVIs. With so many stunning islands to choose from, you really are spoiled for choice! Get greeted by pristine blue waters and white sands at Magens Bay! Or go snorkeling in beautiful and secluded areas such as Secret Harbor Beach. Make this vacation yours!

Everything you need to know for your sailing trip in St Thomas.

Adventure and fun for families, kids, and friends in St Thomas

Located in the US Virgin Islands, this island is a modern paradise for historians and adventure seekers alike. The island has one of the most beautiful piers in the world and lots of popular activities to enjoy with family and friends. You can visit some of the most famous beaches in the world or find your own personal favorites. There are beaches for everyone. Are you looking for lively beaches to meet locals or other tourists during your stay? Or are you looking for a beach with shallow waters so your kids can enjoy the water? A boat rental gives you the freedom to explore different parts of the island and find the beach that best suits your group.

Visit dreamy beaches with miles of white sand or protected bays ideal for swimming, kayaking, paddleboarding or parasailing. If you need a break from the water, you can even enjoy tropical forests or head to the city and get a tour of the best coral reefs on the island. Deep dive into the water, or even ask the boat owner to help you set up a scuba diving session! Everything is possible with Click&Boat.

Sailing trips in St Thomas with a captain and crew

You can cruise on a catamaran in St Thomas with a captain and crew. At Click&Boat you can choose whether you want to rent with a captain and crew, only a captain, or bareboat charter. The boat owner can choose to offer their listing to be rented with a captain or without any.

Click&Boat recommends cruising in your catamaran or sailboat in St Thomas with a captain and crew! You can focus on enjoying yourself while the captain guides you and your group to some of the most beautiful beaches and areas St Thomas has to offer. Who would know more than a captain that sails through these waters regularly? The crew instead will make sure you are taken care of in terms of food and drinks! This almost makes a cruise on a catamaran feel like an all-inclusive resort with more adventure.

When you book your sailing trip in St Thomas with a captain and crew, the cost is divided into the price of renting a boat, the additional services added, and the APA. The APA is the money that will be used by the captain to pay for any extras in the trip, such as gasoline, food and drinks that will be served on board. A captain in Saint Thomas can cost from $179 per day and a crew can cost around $155 per day.

You could also choose to cruise in a sailboat or catamaran in Saint Thomas with only a captain. This is also a great idea so you don’t have to worry about the sailing technicalities. If you’ve never sailed before, this is a great opportunity to try it out for the first time!

Likewise, if you have a valid boating license for the boat you want to rent, then you will be able to navigate the boat yourself.

Cruising in a sailboat vs catamaran

Starting to plan your sailing trip in Saint Thomas? Let’s start to decide on what type of boat would suit you best: a catamaran or a sailboat. What do you prefer, a spacious catamaran or a fast sailboat? Here are some advantages disadvantages of each so you can choose what boat type would suit you best. If you have any questions or doubts, Click&Boat is happy to help you.

The main advantage of catamarans is their spaciousness. This facilitates coexistence and comfort during your rental with your group. This boat type is made with two hulls, making them more stable while navigating therefore you are less likely to get sick. Cruising in a catamaran in Saint Thomas is highly recommended for larger families with kids since it is easier to move around and carry out different tasks on board such as cooking. The draft of a catamaran is also smaller so you can get closer to sandbars. On the other hand, this makes them slower and more difficult to maneuver along with being pricier compared to a sailboat.

Cruising in a sailboat in St Thomas is a different experience entirely. The sensation of sailing is intensified in a sailboat due to the boat having only one hull. A strong breeze and whole horizon to cover makes sailboats a great choice for our sailing enthusiasts. Additionally, a cruise in a sailboat in St Thomas is more affordable! This is possible thanks to the size of a sailboat which is smaller. Therefore the living spaces are narrower and you are more likely to feel seasick.

The best St Thomas Sailing Trip Itinerary

Known for its wide beaches and wonderful snorkeling, a sailing trip in St Thomas is a great way to experience the USVI in a different way. The best part about this type of trip is that you can take advantage of your boat and move to different cities and areas.

If you are planning on cruising in your catamaran or sailboat in St Thomas for a week, then here are the itineraries Click&Boat recommends. The itineraries can be changed to suit the areas that you would like to explore! Check with the captain

Starting from Saint Thomas, you can head to Honeymoon Beach, Hawknest Beach along with the other beaches on this coast. Then head to Guana Island in the BVI. The lush green island and contrasting turquoise waters will make your jaw drop with the natural beauty of the island. A trip to remember! Next stop, Marina Cay. The 8-acre island nestled in a sheltered lagoon is perfect for families and kids. Since the lagoon is sheltered, the waters are shallow, calm and comfortable. The coral reef in the area is also ideal for snorkeling with colorful fish and sea life. You can also choose to do some water sports in the area. Then sail towards Virgin Gorda, Necker Island and Anegada. You may know about Virgin Gorda’s plump beauty and its gorgeous beaches, but there is more to see close by! Necker Island and Anegada are unspoilt and filled with coral reefs and white sandy beaches to relax on. Snorkelers and scuba divers are always delighted in the reef’s mazes, tunnels and drops with the needlefish, bonefish, stingrays, parrotfish and other marine life. Next up head to Peter Island and Norman island before heading back to Saint Thomas. Peter Island’s relaxing pace and pristine beaches are a delight you are sure to enjoy while cruising in your sailboat. Then head to Norman Island and get inspired by the water-level caves perfect for snorkeling.

You will get the best of both worlds, seeing both the USVI and BVI in one trip!

How much does it cost to go on a sailing trip in St Thomas?

The price of a sailing trip in Saint Thomas depends on various factors. The boat type, conditions and characteristics of the boat, and season you are sailing in will change the price. The busiest and most demanded season for sailing is from mid-November to the end of May, right before hurricane season. The weather conditions are perfect from mid-December to March, so it is a great time to cruise in your catamaran or sailboat.

The price of a catamaran cruise in Saint Thomas is $3551 per week. A sailboat cruise in Saint Thomas can cost from $2842 per week.


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