We have specials and discounted trips listed here for so you. Cruise around the British Virgin Islands or the US Virgin Islands and receive your American Sailing Association (ASA) certifications plus your International Proficiency Certificate (IPC). After your learn to sail vacation with Go Sail, you’ll have all the accreditations you need to bareboat anywhere in the world!
Save money and enjoy a sailing course for two by booking a cabin together. This co-captain program offers skill-building activities for couples and emphasizes individual strengths and communication. You’ll share a private queen cabin with an en-suite on a 4-cabin catamaran alongside other sailing enthusiasts.
$500 off use code GSVI500 when booking November and December 2025. Select a link option for more details on schedule.
USVI Premium $4,650 per person
USVI Select- $4,150 per person
BVI Premium- $5,150 per person
*Price listed after discount! Based on double occupancy. Cannot combine with any other offers or sold trips. Call to book price without online booking fees.
Group sailing courses are available for solo travelers, each including a private queen cabin with an en-suite head. Upon completion of the course, participants receive a bareboat license, ASA certifications, and an International Proficiency Certificate (IPC), which qualify them to charter bareboats internationally.
$500 off use code GSVI500 when booking November and December 2025. Select a link option for more details on schedule.
USVI Premium $5,790 per person
USVI Select- $4,790 per person
BVI Premium- $6,790 per person
*Price listed after discount! Based on solo occupancy. Cannot combine with any other offers or sold trips. Call to book price without online booking fees.
Here is a special offer for Christmas Week! Charter a Astra 42 yacht for a private ASA course with up to 6 people of any age. Enjoy a tailored sailing itinerary, menu, and certification options in the Virgin Islands. Each trip is customized to your group’s preferences, whether you prefer relaxation or earning ASA certifications during your sailboat vacation.
$500 off use code HOLIDAY when booking Christmas week December 21-27, 2025. Select a link option for more details on schedule.
*Price listed after discount! Based on full yacht rental only (3 cabins). Cannot combine with any other offers or sold trips. Call to book price without online booking fees.
GSVI alumni and ASA 104 certified sailors are invited to join an exclusive group of sailors— ASA advanced sailors! Students earning their ASA 106 certification aboard an advanced sailing course become proficient in sailing in all conditions and can tack on ASA 114 instruction, if they aren’t already catamaran sailing certified. Additionally, Go Sail’s ASA 111 sailing review course gives students all the time and practice they need with a knowledgeable instructor to confidently bareboat any vessel between 30-50 feet, even if they haven’t sailed in a while. Advanced sailing courses are available both as group sailing courses and private sailing courses. ASA 104 and at least a year of sailing experience are required to join this Virgin Islands sailing course.
$500 off use code GSVI500 when booking Advanced December 2025. Select a link option for more details on schedule.
Advanced Premium Couples $4,650 per person
*Price listed after discount! Based on solo occupancy and couples occupancy. Cannot combine with any other offers or sold trips. Call to book price without online booking fees.
Your Best Sailing Experience Starts With Go Sail – Here’s Why
- A welcoming environment to all: Go Sail offers ASA sailing course options for all ages and abilities. Choose from accredited sailing courses tailored to sailing couples, solo sailors, groups of sailing families and friends, and advanced sailors.
- Clear communication and support: Call us with any questions about your sailing trip and you’ll be greeted by one of our knowledgeable staff members. We are committed to clear communication, transparency, and respect for all our clients.
- Award-winning sailing instruction: Receive your ASA certifications and IPC from the best sailing instructors in the business (they have the accolades to prove it!). Our ASA instructors and captains will treat you with respect, kindness, and patience— no yelling ever!
- Customized sailing itineraries: Our Virgin Islands sailing itineraries can be tailored to your sailing goals and vacationing desires. Sail to culinary hotspots, snorkeling hidden gems, and all around the various islands in the BVI and USVI.
- Luxury at every corner: We only charter the best sailboats in the Virgin Islands. You can expect to sleep, eat, and sail comfortably on a well-maintained yacht with premium amenities like air conditioning, water makers, large cabins, and en-suite heads.
- A perfect mix of learning and fun: Students have plenty of time to learn to sail in the Virgin Islands while also enjoying a weeklong vacation of snorkeling, hiking, swimming, and experiencing Caribbean culture.