NORTH SOUND WATERSPORTS

Monday 3:00 – 4:45 PM

Saturday 1:00 – 3:00 PM

A Bitter End tradition that keeps competition friendly and refreshments close at hand. Sail Hobie Cats through four buoyed races while a stocked committee boat follows the action. Equal parts race and social hour, this one draws a loyal crowd.

Thursday 3:00 – 4:45 PM

Saturday 9:15 AM – 11:00 AM

For confident sailors ready to venture farther afield. This guided flotilla pushes beyond the usual routes, passing Eustatia Reef and nearby islands. Conditions permitting, it offers a deeper look at the outer edges of the Sound.

Monday: 9:15 – 10:15 AM & 1:00 – 3:00 PM

Tuesday, Wednesday, Thursday, Sunday: 1:00 – 3:00 PM

Explore two vibrant reef sites with a local guide who knows these waters well. This snorkel experience highlights marine life, coral formations, and the quieter corners of the Sound. Towels and post-snorkel refreshments are included.

Designed for ages 6–12, this session introduces sailing basics in a supportive, social setting. Young sailors build skills, confidence, and friendships while learning on the water.

Wednesdays & Sundays | 9:15–10:30 AM

A calm challenge that trades solid ground for steady water. This guided yoga session takes place on paddleboards in a protected bay, inviting focus, balance, and a lighter approach to practice. 

A guided paddle to Prickly Pear Island National Park with time ashore to explore. Expect quiet coves, natural details, and an unhurried pace that invites curiosity more than distance.

A calm evening sail timed to catch the day’s final light. Drift across the Sound as the hills soften, and the breeze settles. Drinks in hand, cameras optional.

A grounding morning flow set above the marina, where breath and movement follow the rhythm of the Sound. This relaxed land-based practice focuses on mobility, balance, and starting the day with intention, all framed by open water views from the Quarterdeck Marina porch.

An energetic beach workout that blends functional movement, sand, and seawater. Designed to wake up the body and set the tone for the day, this circuit-style session favors momentum and good humor over perfection.

A flotilla-style sail that turns nearby beaches into checkpoints. Crews stop ashore to collect playing cards, then regroup to see who holds the winning hand. Lighthearted, scenic, and best enjoyed with a sense of humor.

A pursuit-style Hobie race that circles Prickly Pear Island, combining distance sailing with sweeping views. Designed for sailors who enjoy strategy as much as scenery, this midweek race rewards patience, timing, and familiarity with the Sound.

A guided paddle by kayak or board along Bitter End’s coastline, focused on steady movement and quiet observation. The route follows calm waters and familiar landmarks, offering a reflective start shaped by breath, rhythm, and shoreline.

An entry point for guests new to wind-powered sports. These drop-in clinics focus on fundamentals, confidence, and controlled progression, supported by experienced instructors and Bitter End’s reliable conditions.

Explore the vibrant underwater world of the North Sound and discover the importance of coral restoration in the waters we call home.

Find your flow with a refreshing morning yoga session, bringing movement, balance, and a little island inspiration to your day.

Bring the whole crew together for an afternoon of beachside games, friendly competition, and plenty of island fun.

Little sailors take their first steps into the world of sailing, building confidence and discovering the joys of life on the water.

Gather around the beach bonfire as the sun goes down, share stories from the day's adventures, and enjoy an evening beneath the Caribbean sky.

Young explorers take to the water for an underwater adventure, discovering the colorful marine life that makes the North Sound so special.

Set off on a Bitter End adventure as you follow the clues, explore your surroundings, and see who can uncover the hidden treasure.

Set sail as a family aboard a Hobie Cat and cruise around Prickly Pear Island, taking in the beauty of the North Sound along the way.

Head out across the North Sound as the day winds down, with warm trade winds, glowing skies, and a front-row seat to the Caribbean sunset.

Dive into the underwater world of the North Sound and learn to identify the reef fish that call these Caribbean waters home.

Find your flow with a refreshing morning yoga session, bringing movement, balance, and a little island inspiration to your day.

Paddle through the mangroves of the North Sound and discover these remarkable coastal habitats while learning how they help protect our marine environment.

Young adventurers discover the fundamentals of windsurfing with an introduction to the board, the breeze, and the thrill of sailing under wind power.

Settle in for a family movie night under the stars, with the beach as your backdrop and the sounds of the Caribbean all around you.

Celebrate Thanksgiving with an island hike to Virgin Gorda Peak, where sweeping views reward the climb.

Take to the North Sound for a spirited Hobie Cat race around Prickly Pear Island, where sailing skills and friendly competition meet unforgettable island scenery.

Let creativity take the lead in a family-friendly sandcastle showdown. Build your masterpiece, show off your island imagination, and enjoy some friendly beachside competition.

Celebrate Thanksgiving on the water with a family regatta full of sailing, spirited competition, and the unmistakable camaraderie of Bitter End.

Head out across the North Sound as the day winds down, with warm trade winds, glowing skies, and a front-row seat to the Caribbean sunset.

Grab a paddle and rally your crew for a lively relay race on the water, where teamwork, balance, and a competitive spirit take center stage.

Young watersports enthusiasts discover the excitement of winging with a session focused on learning the fundamentals and building confidence on the water.

Gather around the beach bonfire as the sun goes down, share stories from the day's adventures, and enjoy an evening beneath the Caribbean sky.

Explore the vibrant underwater world of the North Sound and discover the importance of coral restoration in the waters we call home.

Gather your team, follow the clues, and explore Bitter End in a family scavenger hunt filled with discovery and a little friendly rivalry.

Young sailors take the helm for a special kids-only regatta, putting their skills to the test and celebrating the next generation of North Sound adventurers.

Take to the water together for a leisurely family paddle, soaking up the golden light and beautiful views of the North Sound.

Take the helm and rally your crew for an energetic Hobie Cat relay, where teamwork and sailing skills make every race an adventure.

Recognize the next generation of sailors and watersports enthusiasts as we celebrate their progress, achievements, and adventures throughout the week.

Close out the festive week with one more round of beach games, friendly competition, and good times with your Bitter End crew.

Head out across the North Sound as the day winds down, with warm trade winds, glowing skies, and a front-row seat to the Caribbean sunset.

Explore the vibrant underwater world of the North Sound and discover the importance of coral restoration in the waters we call home.

Find your flow with a refreshing morning yoga session, bringing movement, balance, and a little island inspiration to your day.

Bring the whole crew together for an afternoon of beachside games, friendly competition, and plenty of island fun.

Little sailors take their first steps into the world of sailing, building confidence and discovering the joys of life on the water.

Gather around the beach bonfire as the sun goes down, share stories from the day's adventures, and enjoy an evening beneath the Caribbean sky.

Young explorers take to the water for an underwater adventure, discovering the colorful marine life that makes the North Sound so special.

Set off on a Bitter End adventure as you follow the clues, explore your surroundings, and see who can uncover the hidden treasure.

Set sail as a family aboard a Hobie Cat and cruise around Prickly Pear Island, taking in the beauty of the North Sound along the way.

Head out across the North Sound as the day winds down, with warm trade winds, glowing skies, and a front-row seat to the Caribbean sunset.

Dive into the underwater world of the North Sound and learn to identify the reef fish that call these Caribbean waters home.

Find your flow with a refreshing morning yoga session, bringing movement, balance, and a little island inspiration to your day.

Paddle through the mangroves of the North Sound and discover these remarkable coastal habitats while learning how they help protect our marine environment.

Young adventurers discover the fundamentals of windsurfing with an introduction to the board, the breeze, and the thrill of sailing under wind power.

Settle in for a family movie night under the stars, with the beach as your backdrop and the sounds of the Caribbean all around you.

Watch the North Sound light up for the holidays as decorated boats take to the water for a festive parade, with a special appearance by Santa.

Add a little adventure to Christmas Eve with a hike up Virgin Gorda Peak, where panoramic island views make a memorable holiday reward.

Bring your holiday imagination to the beach and build a festive sandcastle masterpiece in a friendly competition for all ages.

Make waves on Christmas Eve with a family sailing competition across the North Sound, where holiday cheer and friendly rivalry go hand in hand.

Christmas morning gets an adventurous twist as young explorers follow the clues in search of holiday surprises around Bitter End.

Young watersports enthusiasts discover the excitement of winging with a session focused on learning the fundamentals and building confidence on the water.

Grab a paddle and rally your crew for a lively relay race on the water, where teamwork, balance, and a competitive spirit take center stage.

Keep the Christmas celebrations going with a beach bonfire, good company, and an evening beneath the star-filled Caribbean sky.

Explore the vibrant underwater world of the North Sound and discover the importance of coral restoration in the waters we call home.

Gather your team, follow the clues, and explore Bitter End in a family scavenger hunt filled with discovery and a little friendly rivalry.

Young sailors take the helm for a special kids-only regatta, putting their skills to the test and celebrating the next generation of North Sound adventurers.

Take to the water together for a leisurely family paddle, soaking up the golden light and beautiful views of the North Sound.

Take the helm and rally your crew for an energetic Hobie Cat relay, where teamwork and sailing skills make every race an adventure.

Recognize the next generation of sailors and watersports enthusiasts as we celebrate their progress, achievements, and adventures throughout the week.

Close out the festive week with one more round of beach games, friendly competition, and good times with your Bitter End crew.

Head out across the North Sound as the day winds down, with warm trade winds, glowing skies, and a front-row seat to the Caribbean sunset.

Explore the vibrant underwater world of the North Sound and discover the importance of coral restoration in the waters we call home.

Find your flow with a refreshing morning yoga session, bringing movement, balance, and a little island inspiration to your day.

Bring the whole crew together for an afternoon of beachside games, friendly competition, and plenty of island fun.

Little sailors take their first steps into the world of sailing, building confidence and discovering the joys of life on the water.

Gather around the beach bonfire as the sun goes down, share stories from the day's adventures, and enjoy an evening beneath the Caribbean sky.

Young explorers take to the water for an underwater adventure, discovering the colorful marine life that makes the North Sound so special.

Set off on a Bitter End adventure as you follow the clues, explore your surroundings, and see who can uncover the hidden treasure.

Set sail as a family aboard a Hobie Cat and cruise around Prickly Pear Island, taking in the beauty of the North Sound along the way.

Dive into the underwater world of the North Sound and learn to identify the reef fish that call these Caribbean waters home.

Find your flow with a refreshing morning yoga session, bringing movement, balance, and a little island inspiration to your day.

Paddle through the mangroves of the North Sound and discover these remarkable coastal habitats while learning how they help protect our marine environment.

Young adventurers discover the fundamentals of windsurfing with an introduction to the board, the breeze, and the thrill of sailing under wind power.

Head out across the North Sound as the day winds down, with warm trade winds, glowing skies, and a front-row seat to the Caribbean sunset.

Settle in for a family movie night under the stars, with the beach as your backdrop and the sounds of the Caribbean all around you.

Welcome the New Year with an evening of celebration at Bitter End, bringing together good company, festive island spirit, and the promise of another year of adventure.

Welcome the year's final day with an island hike to Virgin Gorda Peak, taking in sweeping views of the surrounding islands along the way.

Get creative on the sand with a New Year's Eve sandcastle competition, bringing together island imagination and friendly beachside rivalry.

Start the New Year with a splash! Join the Bitter End crew for a refreshing Polar Plunge and kick off the year with a little courage and plenty of island spirit.

Young watersports enthusiasts discover the excitement of winging with a session focused on learning the fundamentals and building confidence on the water.

Grab a paddle and rally your crew for a lively relay race on the water, where teamwork, balance, and a competitive spirit take center stage.

Gather around the beach bonfire as the sun goes down, share stories from the day's adventures, and enjoy an evening beneath the Caribbean sky.

Explore the vibrant underwater world of the North Sound and discover the importance of coral restoration in the waters we call home.

Gather your team, follow the clues, and explore Bitter End in a family scavenger hunt filled with discovery and a little friendly rivalry.

Young sailors take the helm for a special kids-only regatta, putting their skills to the test and celebrating the next generation of North Sound adventurers.

Take to the water together for a leisurely family paddle, soaking up the golden light and beautiful views of the North Sound.

Take the helm and rally your crew for an energetic Hobie Cat relay, where teamwork and sailing skills make every race an adventure.

Recognize the next generation of sailors and watersports enthusiasts as we celebrate their progress, achievements, and adventures throughout the week.

Close out the festive week with one more round of beach games, friendly competition, and good times with your Bitter End crew.

Head out across the North Sound as the day winds down, with warm trade winds, glowing skies, and a front-row seat to the Caribbean sunset.