Dedicated to providing the most perfect hospitality & water experience one could find in Key West, Classic Harbor Line hopes for the privilege of escorting you on a breathtaking excursion aboard the most elegant Schooner in the local fleet.
Take a tiki adventure & soak up the beauty of the FL Keys mangroves. Experience abundant wildlife and glistening waters. Something for everyone from Sunset to Sandbar, Seaport & Bar Cruises! Cruises depart from 3 different locations around town.
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Explore the keys in a Jeep Wrangler. Doors on or off. Top up or down. Beach chairs/umbrellas/coolers available. Bikes and Kayaks available. See more of the Keys. Cruise the Seven Mile Bridge. Rates by the hour/day/week or month. Free pickup and return.
The Original Pub Crawl ~ The ultimate Key West tradition! 5 Cocktails, T-shirt, Contests & Guided Tour. Crawl along as we delve into the more spirited pubs of Old Town on our Haunted Crawl or Sail away on a Tiki Bar Boat for Eco Tours, Sandbars & Sunsets!
FREE BEER or soft drink at the end of your exciting trip around KW on our 27 mile island tour w/your own wave runner. Tour includes freestyle playtime in both oceans. Located at entrance of KW on US1 at Hurricane Hole. Free Parking. Bar & Grill at Marina!
Luxury Catamaran with a curated food and drink experience featuring local craft options during sunset sails, brunch, and private charters. We cater to those who prefer the sounds of the water and wind while enjoying quality, comfort, and a beautiful sail.