Top Islamorada Cruises & Sailing

The Florida Keys are surrounded by sparkling water and dazzling coral reefs and this half-day private eco-tour allows you to explore the serene side of the ocean. You’ll hop in a boat with a USCG-licensed captain for a ride into the mangroves lining the islands. Look for wildlife from the boat deck then slide on a snorkeling mask and dive into the water to get a closer look.

Come aboard and take in the famous Florida Keys sunset! Our authentic catamaran-style tiki boats are the perfect combination of fun and relaxation. Come aboard the tiki party and enjoy a beverage while cruising the tropical shores watching for dolphins and marine life.

Explore the last hours of daylight in nature by exploring the mangroves of Islamorada by boat with our expert guides in search for all the wildlife it hosts such as dolphins, manatees, crocodiles, nesting birds and more. Let us help you unwind and enjoy the beauty the Florida Keys is known for. This is the perfect cruise for celebrating an engagement, anniversary, birthday, and even just a wonderful day.

Cruise to the Famous Islamorada Sandbar Come aboard for a fantastic cruise to the world-famous Islamorada Sandbar — the ultimate island escape! We depart from Angler House Marina, tucked along the beautiful Gulf of Mexico, and enjoy a leisurely 30-minute cruise through the scenic Whale Harbor Channel. Along the way, keep your eyes out for dolphins, manatees, sea turtles, tropical birds, and other amazing marine life. Once we reach the sandbar, your Captain will anchor in the perfect spot for you to swim, float, or simply kick back and soak in the sun-drenched beauty of this crystal-clear paradise. On the return trip, we’ll cruise past the Shell Keys, spot some classic lobster traps, and take in views of historic Lignumvitae Key — the highest natural point in the Florida Keys.

Cruise to the Famous Islamorada Sandbar Come aboard for a fantastic cruise to the world-famous Islamorada Sandbar — the ultimate island escape! We depart from Angler House Marina, tucked along the beautiful Gulf of Mexico, and enjoy a leisurely 30-minute cruise through the scenic Whale Harbor Channel. Along the way, keep your eyes out for dolphins, manatees, sea turtles, tropical birds, and other amazing marine life. Once we reach the sandbar, your Captain will anchor in the perfect spot for you to swim, float, or simply kick back and soak in the sun-drenched beauty of this crystal-clear paradise. On the return trip, we’ll cruise past the Shell Keys, spot some classic lobster traps, and take in views of historic Lignumvitae Key — the highest natural point in the Florida Keys.

Cruise to the Famous Islamorada Sandbar Come aboard for a fantastic cruise to the world-famous Islamorada Sandbar — the ultimate island escape! We depart from Angler House Marina, tucked along the beautiful Gulf of Mexico, and enjoy a leisurely 30-minute cruise through the scenic Whale Harbor Channel. Along the way, keep your eyes out for dolphins, manatees, sea turtles, tropical birds, and other amazing marine life. Once we reach the sandbar, your Captain will anchor in the perfect spot for you to swim, float, or simply kick back and soak in the sun-drenched beauty of this crystal-clear paradise. On the return trip, we’ll cruise past the Shell Keys, spot some classic lobster traps, and take in views of historic Lignumvitae Key — the highest natural point in the Florida Keys.

This charter is 2hour long in Islamorada Florida. Our authentic catamaran-style tiki boats are the perfect combination of fun and relaxation. Enjoy a cool beverage while cruising the beautiful Florida Keys watching for dolphins and marine life.

Enjoy the sunset as you cruise on your private pontoon boat on the bay side of Islamorada. Your captain takes care of navigation so you can just relax and keep your eyes peeled for dolphins. Use provided coolers stocked with ice to cool your own beverages. Relax, drink in hand, as you watch the sunset. Then do some dancing under the disco ball if you like.