Wind & Wine has been the #1 rated sunset sail on Tours of Key West for over a decade. In our opinion, this is the...
Enjoy an unforgettable morning or afternoon of sailing, kayaking and snorkeling in the pristine marine wilderness of the Key West National Wildlife Refuge....
Spend an unforgettable day sailing emerald waters, kayaking mangrove-shaded channels and snorkeling coral gardens in an unspoiled marine wilderness....
Sunset Sip & Sail: Come see the legendary Key West Sunset on a Brand New Catamaran Sail Boat. • Open bar • Live Music •...
Looking for the perfect way to end your day? Join us aboard a 45ft Corinthian powercat, and ride in comfort with this relaxing, catered cruise...
Enjoy an exquisite 2-hour sunset sailing adventure aboard a stunning modern-built schooner! Take in the sights aboard Schooner America 2.0, the most elegant schooner in Key...
Enjoy this 3 hour sunset combo trip. We will cruise out to Key West’s best reef location, where you are welcome to jump in and...
Join us for a snorkel adventure to the only living coral reef in North America. We have several fantastic reefs to choose from on both...
Key West is famous for fabulous sunsets and Floridays is famous for our spectacular uncrowded champagne sunset cruise. Our reputation for personal service and attention...
Set sail from Historic Seaport on the Key West Schooner Backcountry Eco-Tour adventure!...
Join us for a snorkel adventure to the only living coral reef in North America. We have several fantastic reefs to choose from on both...
Sail aboard the fastest and most elegant schooner in Key West, Schooner America 2.0! This boat is a replica of the 1851 Schooner America that...
This trip combines sailing, snorkeling, kayaking, and local insight in a laid-back, small-group setting. You'll sail on an authentic schooner into the calm, protected waters...
Avoid the crowded big boats. Trips on this Sailing Catamaran are 1/2 full maximum! Book with a 2 week cancelation policy from vender, and there’s...
The Wind & Wine Sunset Sail offers a boutique experience unlike any other in Key West! This isn’t your typical party boat—it’s a calm, uncrowded...
✔️ What Sets This Sunset Cruise Apart - Friendly, attentive local crew focused on guest experience - Spacious, comfortable boat with excellent sunset views -...
The Wind & Wine Key West Sunset Sail has been honored with a #1 rating on Tours of Key West three years running. See the...
Tours of Key West is the only tour operator in Key West offering sailing excursions on a historic schooner into the remote backcountry of the...
Beautiful Key West is surrounded by sparkling blue waters of the Gulf of Mexico, making kayaking and dolphin watching the perfect way to spend a...
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