Vacation Sailing Experiences
Intro Sailing & Cruising Education
Sailboat Deliveries by Sea
Vacation Sailing Experiences
Sail your way with a custom charter designed for 5-14 day vacations, romantic getaways, or island-hopping adventures with family and friends.
Custom Sailing Services
Sailing & Cruising Education
Learn fundamentals of sailing and cruising with lessons from a licensed captain, perfect for beginners and those ready to take the helm and gain more experience.
Sailboat Deliveries by Sea
Trust an experienced captain and his qualified mates to handle your cost effective sailboat deliveries with care, safety, and timeliness.
Meet your Captain,
Laird Kopp
Growing up near a lake and the Maine coast, I first sailed at a young age with my father and older brother on a Sunfish and Herreshoff Bulls-Eye sloop…
Kind Words from Charterers & Sailing Students
Larry — Private BVI Charters
“My wife and I chartered a trip in the BVI with Laird in January 2025, and the experience was fantastic from start to finish. It far exceeded the already high expectations we had going into the trip. Before we left the marina at the end, we were already making plans for another charter in 2026. Laird was incredibly organized and professional throughout. His excellent pre-charter communication—answering questions and coordinating logistics—was extremely helpful. It’s clear Laird loves sailing and is a highly accomplished captain. He’s also easy to get along with and a genuinely great person. I can’t imagine a scenario where a charter with Laird would be anything less than incredible.”
Cathy & Crew — Private BVI Charter
“Our private BVI charter with Captain Laird was hands-down the best vacation we’ve ever had! Having the boat all to ourselves made it feel like a true escape. Captain Laird knew all the best spots — from quiet coves to hidden beach bars — so we got to experience the islands like locals and avoid the crowds completely. We even learned a few sailing skills along the way. It was the perfect mix of adventure, relaxation, and unforgettable memories!”
Jen — BVI Charters & Sailing Lessons
“New to sailing and our first ever charter was six amazing days in the BVIs. Laird’s communication from start to finish was exceptional, from itinerary options to flights to ferries to what to bring/not to bring. His knowledge of the area and what to expect completely calmed my worrisome nature. He was patient with our lack of skills and made sure we had a great time while still showing us the ropes (I mean lines). Can’t wait for next year’s trip!”
Anne — Private Tahiti & BVI Charters
“Laird’s sailing charters are perfect – every detail was thoughtfully planned, from the smooth itinerary to the comfortable accommodations. Laird is the ultimate professional, and went above and beyond to ensure a seamless and relaxing experience. Bonus – he’s an excellent captain and a great teacher for those who want to learn how to sail and cruise. We explored stunning anchorages, enjoyed delicious meals, and found the entire journey exceeded all expectations!”
