Itinerary
On Every Sail Caribbean Adventure
Sail Caribbean offers a diverse group of adventure groups with multiple 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. On every Sail Caribbean adventure, the students learn how to be a part of a crew everyday but also how to gain independence and become a leader on the vessel that translates to everyday life.
Want to compare adventures? Download our 2025 Schedule (PDF)!
Optional Courses
Sailing
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: 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)
The American Sailing Association (ASA) 103 certification, or “Basic Coastal Cruising,” is a pivotal step in a sailor’s education, offering a deeper understanding of sailing and navigation. Building upon the foundation laid in ASA 101, this intermediate-level course equips participants with the skills to confidently handle a sailboat in nearshore or coastal waters. Students delve into the nuances of sail shape, boat handling, and seamanship while also gaining knowledge in crucial areas such as cruising sailboat terminology, boat systems, engine operation, docking procedures, intermediate sail trim, navigation rules, coastal navigation, anchoring, weather interpretation, safety, and seamanship. ASA 103 graduates are well-prepared for coastal cruising adventures.
Successful completion of ASA 103 opens doors to exciting opportunities for sailors, enabling them to charter and navigate boats confidently in coastal regions. Whether you aspire to explore diverse coastal destinations, refine your sailing proficiency, or progress toward advanced certifications, ASA 103 represents a significant milestone in your sailing journey. It provides the knowledge and competence needed to navigate coastal waters safely and effectively, empowering you to embark on memorable coastal cruising experiences.
Prerequisites: Basic Keelboat Sailing (ASA101) and Basic Coastal Cruising (ASA103) certifications
The American Sailing Association (ASA) 104 certification, commonly referred to as “Bareboat Cruising,” represents the pinnacle of sailing proficiency, preparing sailors for the challenges of chartering and operating bareboats independently. This advanced-level course, building upon ASA 101 and ASA 103, instills participants with the knowledge and skills required to confidently skipper sloop-rigged, auxiliary-powered keelboats or catamarans, typically ranging from 30 to 45 feet in length. During a multi-day cruise across inland or coastal waters, sailors gain practical experience in managing their vessels under varying conditions, including moderate to heavy winds of up to 30 knots and challenging sea conditions.
ASA 104 delves into various critical aspects of bareboat cruising, encompassing 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 and safety protocols, emergency operations, weather interpretation, and dinghy/tender operation. By the course’s conclusion, participants possess the expertise and confidence needed to take the helm of a bareboat, navigate coastal and international waters, and embark on memorable sailing adventures with competence and assurance. ASA 104 certification is highly respected within the sailing community and serves as a testament to a sailor’s readiness for independent cruising and exploration.
Scuba
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: 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.
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.
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 Tango | 06/07/2025 | 06/20/2025 | $6295 | 14 |
Tango 1 | 06/22/2025 | 07/05/2025 | $6295 | 14 |
Tango 2 | 07/07/2025 | 07/20/2025 | $6295 | 14 |
Tango 3 | 07/21/2025 | 08/03/2025 | $6295 | 14 |
Late Tango | 08/04/2025 | 08/17/2025 | $6295 | 14 |
*The tuition above does not reflect optional insurance, optional courses, and transportation fees.