Lady Lynsey Catamaran Tours on St. Thomas and Beyond
Set sail aboard our luxury sailing catamaran to experience the best of the USVI
Every cruise aboard the Lady Lynsey is designed to create lasting memories—from the scenic views to the exceptional service. If your overall experience doesn’t live up to your expectations, we’ll work to make it right by refunding up to 100% of your ticket price or inviting you back for another cruise at no additional cost.
Because every outing on the water is unique, your experience may vary slightly due to weather, seasonal menu changes, operational adjustments, or other factors that help ensure the comfort and safety of our guests. These natural variations are part of cruising and may not qualify for reimbursement.
When you step aboard the Lady Lynsey, you can relax knowing your experience is backed by a team that’s committed to delivering an unforgettable time on the water.
Please note that minor variations may occur due to factors beyond our control, such as weather conditions, updates to food and beverage offerings, or operational considerations. These adjustments are made with your safety and comfort in mind.
The Lady Lynsey Guarantee
1,000+ Five Star Reviews
20+ Years on the Water
Every Way to Play
Pick Your Perfect Day
Every Way to Play
Pick Your Perfect Day
private charters
Any Group, Any Budget
Private Yacht Fleet
Your Personal Captain. Your Perfect Day.
Private excursions for up to 10 guests aboard our luxury center consoles.
Private Catamaran Fleet
The Virgin Islands’ Best Event Venue
Groups up to 100 aboard luxury sailing catamarans with custom catering and open bar.
About
About Honoring Lady Lynsey’s Legacy
As sailing enthusiasts and boat aficionados, there’s nothing we love more than a vessel with history – Lady Lynsey is no exception. Her story stems back to the Golden Age of piracy with a young girl in the Virgin Islands. Born to a poor family, and despite the fact that female captains were unheard of at the time, “Lynsey” (as she called herself) was determined to become one of the fiercest pirates to ever sail the Caribbean.
In honor of Lynsey, our crew ensures that every excursion into the waters surrounding St. John and St. Thomas is meaningful, memorable, and extraordinary. As part of the RED Hospitality and Leisure family, we believe in curating experiences that lead to stories told around the dinner table for years.
Sail in Style with Lady Lynsey
If you’re searching for top-tier water excursions in the U.S. Virgin Islands, we invite you to luxuriate on Lady Lynsey.
Top-Rated Island Tours
Indulge in island luxury as you explore the breathtaking Virgin Islands. Book our exclusive signature tours, including sensational snorkeling adventures, gourmet dinner cruises, enchanting sunset sails, and bespoke private excursions.
Best-In-Class Catamaran
The Lady Lynsey is among the finest sailing catamarans in the world. With ample seating, a large bar, and an onboard waterslide, you’ll never want to sail on another vessel again. We also have available vessels that cater to your every need in your tours.
Exquisite Culinary Cruises
Each excursion includes 5-star catering options, including meals created from the freshest local ingredients our chefs can find.
Anticipatory VIP Service
We live by the idea that exceptional places warrant exceptional experiences, and we won’t let you settle for anything less. Our captains & crew are dedicated to your desires from the moment you join us on board the vessel.
From Our Guests
1,000+ Five Star Reviews
“Crew was amazing, captain was very skilled (don’t remember her name but she was Michigan), and overall sunset cruise was great! Although it rained we had so much fun and got to see an incredible sunset!”
Haley | Google
“Our family went for a sunset cruise last night and I have to say these guys were absolutely exceptional!! Gary, Brandon and John are the best! Thank you all for such an amazing time!!”
Amy | Google
“Definitely worth it. Amazing experience, the sandbar was perfect and the crew was amazing!”
Cristina | TripAdvisor
@LADYlynsey