Cruises, Sailing & Water Tours See all
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Half-Day Cruise with Kayaking and Snorkeling
Don't miss one of the top things to do in Key West—a half-day sailing tour where you can explore the waters of the Florida Keys. You'll cruise out to a ...
Location: Key West, Florida
Duration: 4 hours 30 minutes
Key West Sunset Sail Aboard Schooner America 2.0
Enjoy an exquisite 2-hour sunset sailing adventure aboard a stunning modern-built schooner! Take in great views of Mallory Square, Sunset Pier, Sand Key Light ...
Location: Key West, Florida
Duration: 2 hours
All Inclusive Water Adventure Excursion in Key West
This full day excursion from Key West includes all the fun things to do in the ocean - kayaking, snorkeling and sailing! You will head way back into the Key ...
Location: Key West, Florida
Duration: 6 hours 30 minutes
Island Adventure Snorkel Kayak and Tour
Discover a different side of Key West as you explore a secluded paradise in the Florida Keys backcountry on this Island Adventure. Tucked away between mangrove ...
Location: Key West, Florida
Duration: 4 hours 30 minutes
Schooner Appledore Key West Cruise
Experience sailing on a majestic 2-masted schooner, just like adventurers from the 19th century, while enjoying the luxurious state-of-the-art accommodations ...
Location: Key West, Florida
Duration: 2 hours
Shipwreck Snorkel and Wild Dolphin Encounter
Spend a beautiful Florida day out in the clear, blue waters off Key West. On the Key West Shipwreck Snorkel and Wild Dolphin Encounter cruise, you’ll spot ...
Location: Key West, Florida
Duration: 4 hours
Private Sailing Charter in Miami
A perfect way to enjoy a day is sailing on a beautiful 40 foot Beneteau sailboat on Biscayne Bay in Miami. The most popular charter is a sunset cruise. ...
Location: Miami, Florida
Duration: Flexible
Java Cat Sail, Kayak and Snorkel Charter
Combine three Key West activities on this eco-adventure by chartered catamaran. Sail to the Key West National Wildlife Refuge for a guided kayaking tour of ...
Location: Key West, Florida
Duration: 4 hours 30 minutes
Key West Sail and Snorkel Trip from Miami
Whether you’re an experienced snorkeler, or want to try something new and exciting, Key West is the perfect underwater destination. Your sailing and snorkeling ...
Location: Miami, Florida
Duration: 12 hours
Sunset & Dolphin Watching Cruise in Panama City Beach
The Dolphin Watching & Sunset Sail is a 2 hour cruise aboard the Island Time sailing catamaran which departs from Treasure Island Marina in Panama ...
Location: Panama City Beach, Florida
Duration: 2 hours
Private Sailing Trip on Biscayne Bay
Set sail on a private 40-ft sailboat for 4 hours on Biscayne Bay with this charter from Miami. Choose from a morning, afternoon or evening sail and enjoy a ...
Location: Miami, Florida
Duration: Flexible
Key West Sail and Snorkel Day Trip from Fort Lauderdale
Whether you’re an experienced snorkeler or you want to try something new and exciting, you’ll find Key West to be the perfect destination for fun in the ocean. ...
Location: Fort Lauderdale, Florida
Duration: 15 hours
Key West Classic Day Sail Aboard America 2.0
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 won the first ...
Location: Key West, Florida
Duration: 90 minutes
Private Sail with Reef Eco Exploration
Trip starts out at Conch Harbor Marina for a 4 Hour sail. You will be taken through the National Marine Sanctuary which is home to Dolphins, Loggerhead ...
Location: Key West, Florida
Duration: 4 hours
90 Min Key West Harbor Sail
This 90 minute sailing trip in Key West is the best way to experience the water with friends and/or family when time is of the essence! The captain helps ...
Location: Key West, Florida
Duration: 90 minutes
Key West Sunset Snorkel Sail
3 Hour Sunset Snorkel Sail See the Living Coral Reef watch the World Famous Key West Sunset Have a cool beverage.
Location: Key West, Florida
Duration: 3 hours
Private Sunset Sail in Destin
Set sail on a private cruise on either the Gulf of Mexico or Choctawhatchee Bay at sunset. With a maximum of 6 people on board, you can make this either a ...
Location: Destin, Florida
Duration: 2 hours 30 minutes
Mimosa Day Sail aboard Schooner America 2
Take to the water on the Schooner America 2.0, namesake off the first sailboat to win the America's Cup in 1851. This stunning 105-foot sailboat features teak ...
Location: Key West, Florida
Duration: 90 minutes
Sunset Sip & Sail
Sunset Sip & Sail: Come see the legendary Key West Sunset on a Brand New Catamaran Sail Boat . Open bar Live Music ...
Location: Key West, Florida
Duration: 2 hours
Private 90 Minute Customized Sailing Charter
Live the high life on this private chartered day sail in Key West. Set sail on your boat for a 90-minute adventure around the Florida Keys and view the city ...
Location: Key West, Florida
Duration: Flexible
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