Join us for an unforgettable 6-day, 6-night sailing adventure through the British Virgin Islands—one of the world’s most beloved cruising destinations. Known for its steady trade winds, protected waters, and short passages between islands, the BVI is the perfect setting for both learning and relaxing. Our flotilla offers the chance to explore tropical anchorages, swim and snorkel in crystal-clear waters, and unwind on white sand beaches—all with the comfort and camaraderie of a professionally supported group.
You’ll sail aboard spacious, modern monohulls and catamarans—typically ranging from 38 to 45 feet—each equipped with private cabins, marine heads, a full galley, and comfortable lounging spaces. You can choose to charter an entire boat for your family or group, or reserve a cabin as a couple or solo traveler. All boats are fully provisioned and equipped for island cruising, and each vessel has a designated skipper or experienced crew member if you prefer to relax while others handle the sailing.
This flotilla is ideal for ASA students, recent graduates, or families looking to gain confidence, reinforce sailing skills, or simply enjoy a safe and stress-free vacation. If desired, participants can earn certifications such as ASA 104 or 114 during the trip—just let us know in advance so we can match you with the appropriate instructor and boat.
Saba Rock & Bitter End Yacht Club – recently rebuilt and better than ever
Foxy’s on Great Harbour – a must-visit for live music and local flair
White Bay, Jost Van Dyke – home of the world-famous Soggy Dollar Bar
Norman Island – snorkel the Caves and grab a drink aboard the legendary Willy T
We take care of the planning, you just show up ready for an unforgettable week of sailing, snorkeling, beach bars, sunsets, and stories. Whether you join as crew, skipper your own boat, or just want to relax and let the wind take you, this is the sailing vacation you’ll never forget.
Whether you’re chasing your ASA certification, planning a family sailing vacation, or just craving a week of island exploration and connection with the sea, this flotilla blends education, adventure, and relaxation in a way few experiences can. Come sail with us—and discover why the BVI is a sailor’s paradise.
Captain Don Doggett is an ASA Master Instructor and experienced flotilla leader who has guided sailors through some of the most beautiful cruising grounds in the world, including the British Virgin Islands, Greece, Croatia, and Italy. As the owner of Sea Safaris Sailing School, Don has introduced hundreds of students and families to the joy of sailing and confident bareboat cruising.
With over 20 years of sailing and teaching experience, Don is known for his friendly, patient approach and deep knowledge of the islands. His flotillas strike the perfect balance between hands-on learning, relaxed vacation vibes, and unforgettable island experiences.
Whether you’re working toward ASA certifications, looking to build your bareboat confidence, or simply want a fun, worry-free sailing trip with family or friends, Don ensures a well-organized, supportive environment for sailors of all levels. His goal is to help you build skills, make memories, and fall in love with the cruising lifestyle.
I cannot recommend Don and Sea Safaris highly enough! I had an incredible experience sailing with Captain Don on his beautiful boat in Sturgeon Bay this past summer. During my time aboard, I completed ASA 103 (Basic Coastal Cruising) and ASA 104 (Bareboat Cruising). Captain Don was a fantastic instructor—he tailored the lessons to my experience level, making the learning process both effective and enjoyable. His deep knowledge, technical expertise, and passion for sailing were evident throughout the trip. Beyond the instruction, he seamlessly combined expert training with the breathtaking beauty of sailing in Sturgeon Bay and Door County. It was truly an unforgettable experience!