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Alpha 14-Day

A catamaran is docked in the water near a hill.


Day 01

As soon as you arrive on the dock at Hodges Creek Marina, you and your new crewmates are welcomed by your Captains and Mates for the next two weeks. Have a delicious and hearty dinner before playing name games on your boat under your first Caribbean sunset. Unpack, get acquainted with your new living space, and get ready for the adventure of a lifetime.

Days 02-04

The first few days of the program, your Captain and Mates give lessons on everything from how to sail the boats to picking up a mooring ball. These hands-on lessons will make you more comfortable being part of a crew while you sail through the Sir Francis Drake channel and to new islands daily. Arriving at Cooper Island, you’ll have the opportunity to start your scuba diving certifications, snorkel through some of the most beautiful coral reefs in the British Virgin Islands, or go for a short hike on Salt Island overlooking the infamous spot where the RMS Rhone ran aground in 1867 and sank to her current resting place on the ocean floor.

Days 05-07

Halfway through the adventure, you’ll start to get comfortable on the boat and with the crew. Suddenly, sailing further around the channel seems a lot easier and more natural than just a week ago! You might have your first med-anchoring lesson at Little Harbor, where turtles and friendly sting rays can be seen on almost every snorkel; or take out the 26-foot keelboat to start to get your ASA certifications. You might also choose to try to get up on the waterskis or go tubing with your new friends. Furthermore, there are opportunities to go ashore and hike the historic pathways that lead to amazing views. Make new memories sailing the sea before heading to dock at beautiful Nanny Cay. 

Days 08-10

After de-docking and heading around to the other side of Tortola, the crew stops at a small island called Sandy Cay to partake in Olympics Day! A fun and eventful afternoon spent competing for the gold medal and swimming in the crystal blue waters is perfectly concluded with a dinner and dance party at Sidney’s on Jost Van Dyke. The next day, everyone will get ready for Challenge Day when campers take over the boat and show off their newfound skills. As Mates and Captains stand by and watch the campers lead, students navigate and sail on their own to the next destination. 

Days 11-12

Today is the long sail to Anegada- the farthest island in the British Virgin Islands. At this point, you’ll feel more confident in your sailing skills and ready to take on the 4-5 hour sail. Once there, you and your friends will enjoy riding in the back of a truck and spotting flamingos while the staff chauffeurs you around the island. You will learn about the environment as everyone helps clean up the beach and enjoy an ice cream treat after all your hard work. Just before the day is over, you’ll get to experience the amazing shark pools where baby sharks can sometimes be spotted. 

Days 13-14

Wake up to the beautiful landscape of the Baths: a unique and adventurous national park perfect for hiking and snorkeling. Weave through the large boulders after snorkeling the protected coral and large underwater rocks. Then, cannonball off Jump Rock with your friends before returning to the boat for lunch. As you head back to Hodges Creek Marina, you’ll be ready to show off all the sailing skills that you learned in the last two weeks. You’ll have a final hearty dinner all together one last time and get ready for awards, skits, and a slideshow to conclude the remarkable program.

Sail CaribbeanActivities

Two people in a kayak.


Ready for a little exploring with a friend? With all the beautiful anchorages and coves we visit there’s much to explore by paddle power.

A group of people snorkling in the water.


Meet the creatures below the waves. Swim alongside a friendly sea turtle, join a school of Blue Tang fish, and explore the reefs!

Two people stand up paddle boarding in the water.

Stand Up Paddleboarding

Get your footing and you’ll be amazed at how easy it is to maneuver with perfect balance. You’ll have terrific views above, as well as below the waves.

A group of people on a water raft.


Our Number 1 watersports toy is nicknamed “Papa”. You’ll be hanging on so tight you won’t even be able to give a thumbs-up.

A man is water skiing.


Once you’re up it’s a thrill every single second, especially if you get airborne. No wonder this is a Sail Caribbean one-handed favorite!

A girl is water skiing on a boat.


Get up, get steady! Then you’ll be zipping back and forth across the wake for a ride you’ll remember.

Two women on a sailboat.

Small Boat Sailing

You’ll learn so much on your big yacht. Try applying your seamanship skills to smaller boats and feel how swiftly they respond.

A group of people on stilts.

Social Events

Dance with Moko-Jumbie stilt walkers at our Fireball Party, win the famous Chili Cookoff, and compete for glory at the SC Olympics.

A man and a woman playing soccer on a beach.

Beach Sports

Team up for a spirited game of volleyball or a fast-paced soccer tournament, then cool off rehearsing a synchronized swim.

A group of people hiking along a trail.


The islands we visit are mountainous. Reaching the best vantage points provides challenges, but the pay offs are breathtaking vistas!

A girl holding a book in the water.

Community Service

Whether your interest is in cultural heritage, marine biology, or environmental conservation, you’ll have opportunities to roll up your sleeves and pitch in!

Two girls taking a selfie in a car.

Island Exploration

Hike through a rainforest, travel mountainous hillside roads, learn about the art of glassblowing, visit an organic farm, and discover different cultures.

A group of sailboats in the ocean.

Yacht Racing

It’s the ultimate team sport! Whether you’re on the helm, trimming the jib, or on the rail helping to balance the boat, everyone’s efforts count.

A group of people on a sailboat.


If you’ve never set foot aboard a 50′ sloop, it’s OK with us – No Experience Necessary! You’ll learn by doing and we’ll be by your side all the way. If you’re already a sailor, build on your knowledge!

A group of scuba divers in the water.


If you choose scuba, it doesn’t matter if you’re a seasoned diver or if you’re taking your very first scuba lesson. You’re in for the ultimate dive experience.

On Every Sail Caribbean Adventure

Sail Caribbean offers ten different adventure groups with 30 different sessions in the British Virgin and Leeward Islands of the Caribbean. You live aboard a modern 50′ monohull yacht or 45′ catamaran with other teens in your age group and learn to sail. No experience is necessary. Every adventure focuses on an activity, but each offers scuba, marine biology, community service, cultural exchange, watersports, friendships, personal growth and lifelong memories.

Want to compare adventures?  Download our 2024 Schedule (PDF)!



Prerequisites: None

This certification is bestowed on any crew member who demonstrates the ability to fully participate in the daily sailing tasks on board and passes a written test proving that they’ve mastered fundamental information on safety, seamanship, navigation and boat handling skills.

Prerequisites: SC Crew

Proving you have an understanding of some of the more advanced sailing theories and demonstrating the ability to participate in sail reefing, timed tacking and jibing, island crossing, advanced navigation, anchoring, docking and de-docking skills along with racing tactics and proper safety techniques will earn you our Bosun certification.

Prerequisites: SC Crew & Bosun

A focus on leadership while underway is the core of this certification. You’ll earn Mate certification if you succeed at assigning crew positions, directing most phases of seamanship and safety drills, demonstrate proper engine, dinghy and equipment use and maintenance, keep an accurate ship’s log and monitor the weather all skills that make you a capable second in command.

Prerequisites: None

If you’re arriving at Sail Caribbean with prior sailing experience and are very keen on making the commitment to learn more, why not take this opportunity to gain a nationally recognized certification? You’ll participate in seminars and practice your helmsmanship on our big boats, and then demonstrate your sailing and seamanship skills during two to three intensive days on our own Colgate 26’, Opal Bella. The goal of this certification is for the participants to be able to single-hand (maneuver alone) these keelboats. Written and practical exams fulfill the requirements and you’ll have an official certification that’s valid for years to come and a stepping-stone to many other sailing certifications. View more details about ASA certifications here.

Prerequisites: Basic Keelboat Sailing (ASA101) certification

Demonstrated ability to skipper a sloop-rigged auxiliary powered (outboard or inboard engine) keelboat of approximately 25 to 35 feet length by day in moderate winds and sea conditions. Knowledge of cruising sailboat terminology, basic boat systems, auxiliary engine operation, docking procedures, intermediate sail trim, navigation rules, basic coastal navigation, anchoring, weather forecast interpretation, safety and seamanship. View more details about ASA certifications here.

Prerequisites: Basic Keelboat Sailing (ASA101) and Basic Coastal Cruising (ASA103) certifications

Demonstrated ability to skipper a sloop-rigged, auxiliary powered keelboat (or catamaran, if course is conducted on such) of approximately 30 to 45 feet in length during a multi-day cruise upon inland or coastal waters in moderate to heavy winds (up to 30 knots) and sea conditions. Course is conducted as a live-aboard cruise of at least 48 hours. Knowledge of provisioning, galley operations, boat systems, auxiliary engine operation, routine maintenance procedures, advanced sail trim, coastal navigation including basic chart plotting and GPS operation, multiple-anchor mooring, docking, health & safety, emergency operations, weather interpretation, and dinghy/tender operation. View more details about ASA certifications here.

Prerequisites: Bareboat Cruising (ASA 104) certification

Become an expert in maritime navigation with this course, designed to teach you essential skills such as dead reckoning, chart plotting, and recognizing aids to navigation. You will learn how to effectively use a hand-bearing compass, parallel rulers, dividers, and a hand-held GPS. This certification offers practical experience, enabling you to confidently navigate a vessel using only a chart, compass, and ruler. 

Prerequisites: Bareboat Cruising (ASA 104) certification

Step into the role of captain and learn what it takes to master sailing and maneuvering a 45-50ft cruising catamaran. This is the perfect course for anyone looking to charter a catamaran. Practice skills like docking, anchoring, and sail maneuvering while learning about marine systems, safety at sea, and what differentiates catamarans from monohulls.


Discover a whole new world beneath the waves!

You will experience the thrill of scuba diving under the close supervision of a qualified PADI Instructor in ideal conditions. Under the palm trees on the beach, we’ll begin with an orientation and skills session – you’ll be introduced to the basic concepts of scuba diving. Next you’ll learn about equipment, basic skills and safety procedures. Afterwards, you’ll practice those important scuba skills in three to five feet of calm, clear water right off the beach. You’ll continue with your first dive experience off that same beach in 20-30 feet of calm water. Once you’re comfortable with the basic skills, one of our custom dive boats will take you to enjoy your first open water dive. It will be no deeper than 30ft, and you’ll be able to explore one of our amazing reefs with your instructor.

The DSD course is available on all of our programs except Charlie. Students will spend 2-3 sessions with our PADI instructors. In the future, if you decide to become certified, these skills and the open water dives may be credited towards your PADI Open Water Diver course.

Prerequisite: 12+ years of age.

This PADI course is the most popular entry-level dive program in the whole world! Throughout our PADI Open Water Diver course, you’ll learn the fundamentals of safe scuba diving, including dive equipment, techniques, and planning. This certification allows you to rent scuba equipment, obtain tank air fills and also enroll in PADI Continuing Education courses (PADI Adventure Diver, PADI Advanced Open Water Diver, or even PADI Specialties).

The PADI Open Water Diver certification is recognized worldwide. To earn this rating, we’ll introduce you to eLearning:

  • eLearning is an online Open Water course developed by PADI.
  • Non-diving “classroom” lessons are completed at home before your summer program starts.
  • The online course, averaging 6-8 hours to complete, presents the material in an “easy to use” manner and assures that you thoroughly understand the information. You can divide the course into several separate learning sessions to fit your schedule. No pressure — you set your own pace.
  • You can get one-on-one assistance from our professional scuba instructors in the Caribbean — the same instructors that you’ll have during the summer! They are on call by email to answer questions you may have along the way. This is personal attention that might not be available in a larger classroom setting.
  • Parents can oversee the sessions and possibly offer assistance.
  • The greatest advantage is that when you arrive in the Caribbean your time is spent underwater developing the skills required to become a qualified, capable, and safe diver. You’re not in the classroom! The first thing that you do is take a review test to prove that you’re ready to go diving!

During five confined water training dives, your instructor will demonstrate, and then you’ll practice and master, important diving skills. Finally, applying everything you have learned, you will make four open water dives at favorite dive sites around the British Virgin Islands.

Prerequisite: Must be Open Water certified or equivalent

Non-certification recreational diving is available as an option on all of our adventures. Ever imagine diving on a coral garden, drifting through a rainbow canyon, or exploring a sunken wreck? You will enjoy recreational diving in the BVI with our own Sail Caribbean Divers Instructors and Divemasters. On Delta in the Leeward Islands, professional dive instructors from each island along with our dive staff take you to gorgeous dive sites. You’ll gain expert knowledge from each local instructor and get the most out of every dive site you visit. You must provide proof of certification from a recognized agency like PADI, NAUI, YMCA, or NASDS.

For Open Water divers who want to earn the next certification.

Divers who are already certified can go to the next level and improve their skills. You will receive your PADI textbook upon arrival in the islands. During the course you will complete interesting and informative knowledge reviews along with navigation, night and deep dives, plus two other dives of your choice in assorted specialty areas for a total of five dives. After the course, you can use your skills to enjoy recreational dives during the remainder of your adventure.

Dates & Costs

Session Start Date End Date Cost* Days
Early Alpha 06/08/2024 06/21/2024 $6095 14
Alpha 1 06/23/2024 07/06/2024 $6095 14
Alpha 2 07/08/2024 07/21/2024 $6095 14
Alpha 3 07/22/2024 08/04/2024 $6095 14
Alpha 4 08/05/2024 08/18/2024 $6095 14

*The tuition above does not reflect optional insurance, optional courses, and transportation fees.