Top Islamorada Private Sightseeing Tours

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.

Our all inclusive package comes with a Unites States Coast Guard licensed captain with many years of experience, these captains have been hand picked by me to insure you have the ultimate time on the water, fuel and docking fees are also included. While you are enjoying your time at the sandbar we pull out the floaties, paddle board, and there will already be a cooler onboard with ice and water, you are more than welcome to bring your drinks of choice. We offer a half day charter out to an amazing Lighthouse with crystal clear water! (Weather pending)

One of Islamorada’s best treasures, the sandbar and Alligator Reef Light House accessible by water Transportation is by boats you will see lounge chairs, barbecue grills, picnic table, umbrellas, all submersed in the water. The sandbar is a great spot for all ages, and even welcomes our four legged friends.

Take a break from hopping around the Florida Keys and hop around Islamorada’s sunny sandbars on a private tiki boat. Bring the bar with you as you slide onto a boat with a cooler ready to chill your favorite beverages. Drop anchor at a sandbar and choose how you want to relax by sipping on a cold drink atop the custom surfboard bar or jumping into the water for a refreshing swim.

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 on our way to the famous Islamorada sandbar while watching for dolphins and marine life.

For one of the best ways to see manatees, dolphins, sharks, tropical fish, saltwater crocodiles, and more in the Florida Keys, book this private, hassle-free boat tour in Islamorada. Your captain takes you expertly through the mangroves, navigating the waters and sharing their knowledge with you. Ask all your questions, relax on board, and keep your eyes peeled for all sorts of marine and bird life.

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.

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.

Enjoy the Thrill of the open sea and the comfort of top class amenities, ideal for sunbathing, sightseeing or simply relaxing with your group exploring Snorkeling to the Christ of the Abyss drive to Dry Rocks Reef, home of the World Famous Christ of the Abyss Statue

Escape to the turquoise waters of the Florida Keys on a relaxing tiki boat cruise through beautiful Islamorada. As you glide along the coastline, you'll enjoy breathtaking views of crystal-clear waters, tropical scenery, waterfront homes, and the island’s laid-back charm. Feel the warm ocean breeze, unwind with your favorite drink, and experience one of the most scenic destinations in the Keys from a unique perspective on the water. Whether you're celebrating a special occasion, spending time with friends, or simply looking to relax, this cruise offers the perfect blend of sightseeing, island vibes, and unforgettable photo opportunities. From stunning coastal views to spectacular sunsets and local wildlife sightings, every cruise provides a memorable way to experience the natural beauty of Islamorada.