Key West MayCruises and Events
Key West Sailing in May aboard Schooner America 2.0
As summer begins to heat up, Key West comes alive with a myriad of exciting activities and events. Check out all the best things to do in Key West aboard Schooner America 2.0! May presents a unique opportunity for sailing enthusiasts and visitors alike, as it’s your final chance to experience the beauty of Key West aboard the Schooner America 2.0 before the boat returns to New York for the summer season. This is your moment to immerse yourself in the quintessential Key West sailing experience for day sails and sightseeing boat rides along the waterfront to romantic sunset sails that are perfect for date night – our Key West events may be the best decision you make all month!
Don’t miss out on our popular Key West Sunset Sails, where you can take in the breathtaking colors of the sun setting over the horizon, or indulge and join us on one of our relaxing afternoon Day Sails to soak up the sun. For a truly memorable experience, join us for our special May event—the Mamas and Mimosas Mother’s Day Sail. This unique Mother’s Day cruise is a perfect way to celebrate the special women in your life with a delightful combination of mimosas and stunning views.
With so many fantastic Key West boat tours available, sailing aboard the Schooner America 2.0 will provide an unforgettable experience, combining professional service with unparalleled scenery. Don’t let this Key West sailing opportunity slip away—make the most of your time while in town and create lasting memories with us!

Our Reviews
“Great sail! Crew was excellent just a great way to spend a relaxing afternoon in Key West! I Highly recommend this experience!”
– Very Happy Passenger
