Sail Helios offers personalized, all inclusive, memorable sailing trips with an unmatched local knowledge and experience.

All Inclusive Day Sail

An all-inclusive sailing and snorkeling trip from 9:00 a.m. to 4:00 p.m.  On this sail we visit some of the most beautiful snorkeling spots the Caribbean has to offer. We serve a gourmet, deli-style lunch around our comfortable and spacious cockpit table.  Beverages are provided and served to you while sailing around in picturesque Caribbean waters. This is a fun trip for the family or group of friends.

All Inclusive Half Day Sail

A three and half hour sailing and snorkel tour. We head out from either 9:00 a.m. to 12:30 or 1:30 p.m. to 4:00 p.m. with one snorkel stop, depending on the wind and seas. Drinks are included, as with all our trips, and we serve a snack at our snorkel stop.

Jost Van Dyke

We depart at 8:45 a.m. from St John, and return around 4:00 p.m.  Our day begins with a short sail to a snorkel stop. Afterwards, we continue our sail to Jost Van Dyke in the British Virgin Islands. After checking into customs, it’s off to beautiful White Bay & the famous Soggy Dollar Bar. We eat lunch ashore, basking in hammocks, drinking the Jost Van Dyke specialty drink, known as the “painkiller”. Chances are you are not going to want to leave this place!

Sunset Sail

Join us on Helios for a relaxing evening sail watching the sun set over the Caribbean ocean. This sail is complete with a very open bar, drinks, snacks, and exceptional surroundings.

We like to have the opportunity to connect with you and visit about what you envision for your perfect day on the water. Please contact us for rates, availability and additional details. Overnight, Midnight and custom trips are available upon request. Please contact us for rates and details. We look forward to hearing from you!

Going East

Virgin Islands National Park

Visit the pristine beaches of St. John, view the US Virgin Islands National Park from the water, check the million dollar mansions in Peter Bay and all over the US Virgin Islands

Salomon Beach

Salomon Beach (Solomon Beach) is a secluded hideaway that is accessed by boat or hiking from he new National Park Visitor Center.  The snorkeling is beautiful along the rocky points of this beach. It has a long reputation as a clothing optional beach but the Parks Service began enforcing anti nudity laws a few years ago so it is now a family safe beach.

Henley Cay

The largest of the Durloe Cays, Henley is located off of the northwest corner of St John, near Caneel Bay. This uninhabited tropical islet is only 300 yards in diameter and sits less than a half mile off Turtle Bay on St, John. Henley is a nice shallow site with lots of colorful coral and an abundance of fish species.

Mermaid’s Chair

Near Gibney Beach, one of the top snorkeling destinations in US National Park. Mermaid’s Chair is the smallest registered beach in all of the Caribbean.

Denis Bay

At Denis Bay, Snorkeling is great along the left and right side of the beach with rocky coral outcroppings to explore. Dennis Beach is off the beaten path, and will most likely be yours for the day. This spot does have a slight current and some swell which makes for a unique adventure.

Trunk Bay

Trunk Bay has been voted one of the top beaches in the world. Its amenities include a snack bar, showers, restrooms, and gorgeous snorkeling around its coral reef. It is named after the leatherback turtles, which are locally called trunks. Trunk Cay is only 200 feet from Trunk Bay Beach and offers underwater snorkeling trails around the cay.

Little Cinnamon Bay

Snorkeling at Little Cinnamon Bay is best off the eastern end of the beach. This spot boasts a unique underwater attraction—the sunken remains of a small plane that crashed into the bay.

There typically aren’t many people here at Little Cinnamon Beach, as getting there by land requires knowing about the beach and how to access it— by a rugged goat path through the woods.

Of course, Helios we can take you there and dingy you in!

 Cinnamon Bay

Cinnamon Bay beach ranks among the most beautiful and pristine beaches of St. John. Snorkelers can explore the small cay located less than 100 yards off the shoreline. Cinnamon’s shallow water entry makes it a great destination for families with children.

Maho Bay

Maho is the #1 spot to snorkel with turtles while visiting the USVI. Maho Bay has rich fields of sea grass just off the beach that attract sea turtles and rays alike for feeding. Snorkelers will find pelicans, young tarpon, rays, and schools of bait fish. If you’re looking for patch reefs or colorful coral snorkel the east or western shorelines are definitely worth checking out. Maho is very calm and a great snorkel stop for all ages and abilities!

Francis Bay

Francis Bay is less touristy since there are no facilities and limited parking. In other words, ideal to check out from Helios! Snorkeling is great on both sides of this pristine bay. In the center of the bay, you’ll find beds of seagrass hosting eagle rays and green sea turtles. To the west, you’ll find rocks extending off the shoreline hosting hard and soft corals. You can try out the east side for even more diversity. Francis Bay is home to sea fans, blue tang, and parrot fish.

Whistling Cay

Off the north coast of St John, Whistling Cay is accessible only by boat. A good location for snorkeling as both the northwest and southwest sides are teeming with life. The northwest is a bit deeper, so clear bright conditions are needed.

Waterlemon Cay

Offering some of the best snorkeling in the USVI, Waterlemon Cay is a small island off the north shore of St John. Only accessible via boat or after a long hike and sometimes a difficult swim across a channel, Waterlemon has an wide variety of Coral formations, plant life and many different types of fish. It is not unusual to view Sea Turtles, Octopus, Star Fish, Squid, and Sting Rays in addition to many schools of fish.

North of St John

Outside the Virgin Islands National Park

Lovango Cay

Lovango Cay is a Privately owned Cay located north of St John is teeming with a wide range of marine life and growth. This is typically a very private area that is often overlooked. The south side of Lovango is well worth a stop too. This island is self-sufficient and for energy uses eco-responsible wind turbines and solar energy. Accessible only by boat, Lovango Cay is known for calm waters and great snorkeling, often hosting resting nurse sharks, octopus, and eel.

Congo Cay

Congo Cay is an uninhabited island of the United States Virgin Islands, located north of Lovango Cay. The island is a Bird Sanctuary and can’t be accessed. If you look at the island from a couple hundred yards away, you will be surprised what it resembles. Ask Capt Jay if you don’t see it.  



Thatch Cay

Thatch Cay is a small, uninhabited 230 acre island one-half mile off the northeastern coast of Saint Thomas. Its highest peak is 482 feet. It is one of the last privately held, undeveloped islands in the U.S. Virgin Islands.

Going West/ South of St Thomas

Great St James/ Christmas Cove

Located on the west side of Great St James, Christmas Cove is a well protected haven for sailors and yachtsmen as its protected from the wind and waves of the Caribbean Sea. Legend has it that the reason for the name “Christmas Cove” is because Christopher Columbus had to anchor his boat there on Christmas Day, to ride out a storm.

Christmas Cove’s crystal blue waters provide a great snorkel experience with diverse wildlife such as conch, sea turtles, and even the occasional spotted eagle ray!

Pizza Pi

The famous Pizza Pi is ready to serve you some of the best pizza you’ve ever had— in the middle of Christmas Cove, one of the USVI’s most beautiful coves. You’ll need a boat for this incredibly memorable (and tasty!) experience, folks! Pizza Pi is one of the more unique destinations for boaters in the U.S. Virgin Islands. The restaurant is a transformed sailboat, now a floating pizza joint that is locally owned Pizza Pi has gluten-free and vegetarian options, so there’s something for everyone to enjoy.

Little St James

Little St James located off the south side of St Great St James is where you can explore shallow undercut ledges and boulders. This island has a story

Secret Harbor

Secret Harbor is a little off the beaten path on the southeast end of St. Thomas on Nazareth Bay, and that’s a good thing. The beach is a bit of a locals’ favorite for its relaxed accompanying beach bar and grill, classic tropical island feel, and some of the best snorkeling on St. Thomas. With a great coral reef, right off the sand, Secret Harbor offers endless beautiful snorkeling. While hanging out on the sugar white sand, you can see wildlife like turtles and iguanas. This beach also features a bar and restaurant overlooking the calm waters and is a wonderful spot to watch the sunset. Secret Harbor really does have it all!