Go Sail + American Sailing Alumni Exclusives

The Back Aboard Benefits and Sail Again Savings with Go Sail.

Set sail with Go Sail once, become part of the crew for life! At Go Sail Virgin Islands we pride ourselves on the amount of sailors that join us for sailing vacations year after year. We’re also incredibly thankful for these devoted alumni and offer special benefits and perks for sailors who hit the open waters with us time and time again.

Becoming a Go Sail Alum

All it takes to become a Go Sail alumni sailor is taking one American Sailing course or setting off on one bareboat charter vacation with us in the British Virgin Islands, US Virgin Islands, Bahamas, or Montana. Once you become a Go Sail alum at one location, you automatically receive the perks of being a Go Sail alumni at any of our other sailing locations too.

Alumni Course Schedule

Sailing Story: Matt Krull

During the height of the pandemic, many people hunkered down and stayed home. However, for Matt Krull, this seemed like a perfect time to get away from the stresses of COVID by learning to sail in the clean, fresh air of the Virgin Islands. “It is something I always wanted to do and I…

Sailing Story: Charny Schwartz

Sailing Story: Charny Schwartz Growing up Charny Schwartz would spend each summer with his aunt and uncle in the Chicago area. “The first few years it was just playing on the beach,” he said. However, as he got older, his uncle roped him into his own weekend hobby— sailboat racing! At 12 years old, Charny…

Sailing Story: Edwin van Es

Are you born a sailor or do you become one? Edwin van Es thinks his sailing trajectory may have been destined. “I am Dutch so it’s in the blood, if you will,” he joked. In 2007, his fate was sealed as a sailor when he met his wife and married into a sailing family. “From…

Sailing Story: Christi Grindstaff

Christi Grindstaff had heard enough about sailing from her friends— it was time to try it herself! “We have friends that have done sailing in the BVI,” she said. “Just hearing their stories and [hearing] how beautiful it is really piqued our interest.” So Christi signed herself, her husband Rick, and her son Lane up…

Sailing Story: Dave Work

Dave Work started sailing about seven years ago and immediately fell in love. “I went with a buddy of mine, who took me on a charter, and then since that first charter I’ve just kind of gotten hooked,” he said. “I think it was love at first sail. I just loved it.” Since his…

Sailing Story: Marc Gottlieb

Marc Gottlieb’s introduction to sailing came about less from a family love of sailing but more so from one particular family member’s hatred of engines. “I grew up sailing with my dad who was a very smart guy, genius level scientist— but hated motors and had no mechanical abilities whatsoever,” Marc laughed. “So he got…

Sailing Story: Edi Stan

Edi Stan had a sailboat. He’d had a sailboat for 15 years. However, until he got a push from his daughter, he’d never taken his vintage 1970s Aquarius 23 out on the water. It was a good conversation starter and a subject of daydreaming but not more than that,” Edi said. “[My daughter] said your…

Sailing Story: Frankie Oliveri

If there is one thing you need to know about Frankie Olivieri to understand his sailing story– it’s that he isn’t the type of person to sit around and wait for things to happen. Frankie is a true go-getter. This quality of Frankie’s is evident from the very start of his sailing story. His decision…

Sailing Story: Matt Fenlon

Matt had never spent much time thinking about sailing. In fact, it wasn’t until a coworker brought it up to him that the sport had ever crossed his mind. However, after his coworker mentioned it, he felt somehow compelled to give it a whirl. And a “whirl” it was. “After a few hours of classroom…

Back Aboard Benefits

Our goal is to get our sailing alumni back on the water as soon as possible with fantastic opportunities to increase sailing experience, offer opportunities to meet new sailing friends, and discover the most beautiful sailing locations in the Caribbean and beyond!

Go Sail alumni enjoy the benefits of special sailing deals, unique sailing opportunities, and free information to help prepare for the next sailing adventure. Go Sail alumni receive exclusive monthly updates on:

Complete AS Course knowledge and skills review
Customized course designed for review
Increase sailing experience
Sail with an experience instructor to help you refine and hone your skills.

Availability

Sail Again Savings

Looking for the best deals on sailing vacations in the Virgin Islands, Bahamas or even lake sailing in Montana? Go Sail alumni have first access, and often exclusive access, to our best sailing deals in the Caribbean and Montana. Here are a few types of sailing savings you may receive as a Go Sail alumni:

Discount offers for expiring inventory trips
Upcoming opportunities to join flotillas.
Bareboat charter discounts
The latest Caribbean sailing news

Captain's Logs and Epic Tales of Trips at Sea

Captains Log: Anchored in Adventure

The Basics The boat: Phoenix, a 2020 Fountaine Pajot Saba 50 Crew: Captain JT (instructor) ASA Students: Jeremy, Brenna Courses Completed: ASA 101 (Basic KeelBoat), ASA 103 (Basic Coastal Cruising), ASA 104 (Bareboat Cruising), ASA 114 (Cruising Catamaran) Day 1: Anchored in Adventure Jeremy and Brenna are all about family adventure with their two daughters,…

Captain’s Log: Along for the ride

The Basics The boat: “Endless Joy”, a 2024 Lagoon 46 Crew: Captain JT (instructor) ASA Students: Ron and Larien (with Lynn and Lois along for the ride) Courses Completed: ASA 101 (Basic KeelBoat), ASA 103 (Basic Coastal Cruising), ASA 104 (Bareboat Cruising), ASA 114 (Cruising Catamaran) Day 1: Along for the Ride Captain JT met…

Captain’s Log: The Perfect Sail

The Basics The boat: Phoenix, a 2020 Fountaine Pajot Saba 50 Crew: Captain JT (instructor) ASA Students: Andy, Elaine, Daniel, and Sally Courses Completed: ASA 101 (Basic KeelBoat), ASA 103 (Basic Coastal Cruising), ASA 104 (Bareboat Cruising), ASA 114 (Cruising Catamaran) Day 1: Two Couples’ Cruising Dream Daniel and Sally and Andy and Elaine all…

Captain’s Log: Staying in the Groove

The Basics The boat: Lucky Fin, a Bali 4.0 catamaran Crew: Captain Trevon (instructor) and First Mate Stephanie ASA Students: John, David, Doug Courses Completed: ASA 101 (Basic KeelBoat), ASA 103 (Basic Coastal Cruising), ASA 104 (Bareboat Cruising), ASA 114 (Cruising Catamaran) Day 1: Shared Goals John, David, and Doug were all meeting for the…

Captain’s Log: Sporty, Spirited, and Savage

The Basics The boat: Lucky Fin, a Bali 4.0 catamaran Crew: Captain Trevon (instructor) and First Mate Stephanie ASA Students: Jeff, Angel, Kathy, Fred Courses Completed: ASA 101 (Basic Keelboat), ASA 103 (Basic Coastal Cruising), ASA 104 (Bareboat Cruising), ASA 114 (Cruising Catamaran) Day 1: YouTube Educated Captain Trevon and First Mate Stephanie spent the…

Captain’s Log: A Big Leap in Abilities

The Basics The boat: Sea Monkeys, a 2002 Fountaine Pajot Elba 45 Crew: Captain JT (instructor) ASA Students: Brian, Amy, Deanna, Rory, Robert, Seok Courses Completed: ASA 101 (Basic KeelBoat), ASA 103 (Basic Coastal Cruising), ASA 104 (Bareboat Cruising), ASA 114 (Cruising Catamaran) Day 1: Big Sailing Dreams All three couples arrived at Compass Point…

Captain’s Log: Dreaming or Knot?

The Basics The boat: “The Happy Heifer”, 2023 FP Elba 45 Crew: Captain Trevon (instructor) and First Mate Stephanie ASA Students: Lori, Peter, Jill, Tyler, and William Courses Completed: ASA 101 (Basic KeelBoat), ASA 103 (Basic Coastal Cruising), ASA 104 (Bareboat Cruising), ASA 114 (Cruising Catamaran) Day 1: Boat Buying Aspirations The crew on…

Captain’s Log: A Family Affair

The Basics The boat: Beau Budd, a 2022 Lagoon 46 Crew: Captain Trevon (instructor) and First Mate Stephanie ASA Students: Christi, Rick, and Lane Courses Completed: ASA 104 (Bareboat Cruising), ASA 114 (Cruising Catamaran) Day 1: A Family Affair The students met with Captain Trevon and First Mate Stephanie at Nanny Cay. Christi, Rick, and…

Captain’s Log: Chicken Jibe

The Basics The boat: Lagoon 46 Crew: Captain Trevon (instructor) and Stephanie (first mate) ASA Students: Dave, Jake, and Nina Courses Completed: ASA 103 (Basic Coastal Cruising), ASA 104 (Bareboat Cruising), ASA 114 (Cruising Catamaran) Day 1: Big Sailing Dreams The crew met up for dinner and drinks at Compass Point Marina and swapped…

Captain’s Log: A Business Retreat

The Basics The boat: Calypso, a 2023 Fountaine Pajot Astrea 42 Crew: Captain JT (instructor) ASA Students: Alex Courses Completed: ASA 103 (Basic Coastal Cruising), ASA 104 (Bareboat Cruising), ASA 114 (Cruising Catamaran) Day 1: Staff Trip This trip was a unique one— the crew was all Go Sail VI staff and their families!…

Captain’s Log: From Powerboats to Sailboats

The Basics The boat: Speculation, a 44′ Leopard catamaran Crew: Captain Jalil (instructor) ASA Students: Michael, Eric and Crystal Courses Completed: ASA 101 (Basic KeelBoat), ASA 103 (Basic Coastal Cruising), ASA 104 (Bareboat Cruising), ASA 114 (Cruising Catamaran) Day 1: From Powerboats to Sailboats This crew has no shortage of boating knowledge! Captain Jalil spends…

Captain’s Log: Pure Fun

The Basics The boat: Vesper, a 2023 Lagoon 46 catamaran Crew: Captain JT (instructor) ASA Students: Rob and Angela Courses Completed: ASA 101 (Basic KeelBoat), ASA 103 (Basic Coastal Cruising), ASA 104 (Bareboat Cruising), ASA 114 (Cruising Catamaran) Day 1: Settling In Captain JT met Rob and Angela at the Compass Point Marina at 5pm….

Captain’s Log: Officially Sailors

The Basics The boat: Good Times & Tan Lines, a 2023 Lagoon 42 Crew: Captain JT (instructor) ASA Students: Axel, Dina, and Paul Courses Completed: ASA 101 (Basic KeelBoat), ASA 103 (Basic Coastal Cruising), ASA 104 (Bareboat Cruising), ASA 114 (Cruising Catamaran) Day 1: Touring Good Times & Tan Lines Axel, Dina, and Paul arrived…

Captain’s Log: Sailing Out, Sleeping In

The Basics The boat: Speculation, a 44′ Leopard Crew: Captain Jalil (instructor) ASA Students: Zander, Hannah, Justin, and Jillian Courses Completed: ASA 101 (Basic KeelBoat), ASA 103 (Basic Coastal Cruising), ASA 104 (Bareboat Cruising), ASA 114 (Cruising Catamaran) Day 1: An Adventurous Crew This crew is big into adventure! Zander sails a Laser in his…

Captain’s Log: Sailing to Puerto Rico

The Basics The boat: Peach Paradise, a FP Helia 44 Crew: Captain Jalil (instructor) ASA Students: Roberto, Robin, Travis & Sandy Courses Completed: ASA 101 (Basic KeelBoat), ASA 103 (Basic Coastal Cruising), ASA 104 (Bareboat Cruising), ASA 114 (Cruising Catamaran) Day 1: Sailing to Puerto Rico What’s the best time to start sailing? For those…

Sunday (5 PM) to Saturday (10 AM)
Group Course - 2-6 guests 18+, with Captain

Go Sail + American Sailing Alumni Exclusive!

Go Sail’s premium Alum Experience builder feature 2021 or newer Lagoon or Fountaine Pajot sailboats, between 40-50 feet long. These luxury sailboats are the gold standard for solo travel groups. A premium course with a British Virgin Islands sailing itinerary is the ideal way build experience and refresh your skills for solo travelers.

Our ASA 111 Refresher Course feature customized, hands-on skill building activities for you to learn to sail. Your sailing course includes ASA 111 certifications. You must have completed Go Sail Series 1 or completed 101/103/104/114 at an ASA Approved affiliate to attend this trip.

From $4,650

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BVI: Alumni Cruising Couples Premium Catamaran Course

Sunday (5 PM) to Saturday (10 AM)
Group Course - 2-6 guests 18+, with Captain

Gain experience and go on a refresher course. Set sail in the BVI in luxury! Our premium courses feature 2021-2025 Lagoon or Fountaine Pajot sailboats, between 42-46 feet long. These sailboats are the gold standard for couples learning to sail comfortably on a premium course with a British Virgin Islands sailing itinerary.

This ASA bareboat chartering course features customized, hands-on skill building activities for you and your spouse as you learn to sail. Your cruising couples course includes ASA 111 certification. You must have completed Go Sail Series 1 or completed 101/103/104/114 at an ASA Approved affiliate to attend this trip.

From $8,800

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USVI: Alum Solo Traveler Catamaran Refresher Course

Sunday (5 PM) to Saturday (10 AM)
Group Course - 2-6 guests 18+, with Captain

Go Sail + American Sailing Alumni Exclusive!

Go Sail’s premium Alum Experience builder feature 2021 or newer Lagoon or Fountaine Pajot sailboats, between 40-50 feet long. These luxury sailboats are the gold standard for solo travel groups. A premium course with a US Virgin Islands sailing itinerary is the ideal way build experience and refresh your skills for solo travelers.

From $4,650

Learn More

USVI: Alumni Cruising Couples Catamaran Refresher Course

Sunday (5 PM) to Saturday (10 AM)
Group Course - 2-6 guests 18+, with Captain

Go Sail + American Sailing Alumni Exclusive!

Go Sail’s premium Alum Experience builder feature 2021 or newer Lagoon or Fountaine Pajot sailboats, between 40-50 feet long. These luxury sailboats are the gold standard for cruising couples groups. A premium course with a US Virgin Islands sailing itinerary is the ideal way build experience and refresh your skills for solo travelers.

From $8,800

Learn More