All Islamorada Tours & Excursions in 2026

Witness the stunning sunset over the Gulf of Mexico on this peaceful cruise in Islamorada. Aboard the Morada Mermaid, enjoy a relaxing ride as the sky transforms into a palette of vibrant colors. Your friendly captain will share fascinating local history while you savor light snacks and celebrate with a champagne toast. This 1.5-hour sightseeing tour is ideal for couples, families, and groups, offering delightful views and excellent photo opportunities. - Duration: 1.5 hours on the water - Includes light snacks and a champagne toast - Experience local wildlife, such as dolphins and manatees - Great for all ages, with a minimum of 8 guests required to depart

A captivating 4-hour journey awaits in the stunning waters of the Florida Keys, where snorkeling and relaxation meet. Begin your adventure at Alligator Reef, a vibrant underwater paradise teeming with colorful coral and tropical fish. With expert guides leading the way, both novice and seasoned snorkelers can explore this marine wonderland safely. After diving into the depths, unwind at the famous Islamorada Sandbar, where shallow, warm waters invite you to lounge or swim. Enjoy the serene atmosphere and bring your favorite snacks and drinks to enhance your day in this tropical oasis.

Islamorada is one of Florida’s most stunning areas as it encompasses six of the Florida Keys but exploring on your own can be difficult if you don’t want to rent a way to get around. Instead, book this Islamorada WaveRunner Tour that takes you out easily through the water where free time to ride is also built into the tour.

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.

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)

Our captains, boats, and fact we customize every trip to every clients dream day is what sets us apart and why we dominate other charter companies. There is a reason people stay at the Ritz-Carlton, though there is a motel 6 right up the road, and that's the type of experience we aim to provide. Discover the magic of Islamorada aboard a luxurious private boat charter, accommodating up to 13 guests. Perfect for a range of activities—snorkeling, exploring local sandbars, island-hopping, or even a special proposal—our boat offers something for everyone. Features: ⇛ Bathroom ⇛ Bluetooth / AUX audio ⇛ Children's & Infant Life Jackets ⇛ Cooler / Ice Chest ⇛ Deck / Washdown Shower ⇛ Enclosed Cabin to escape the sun, weather, or just take a break ⇛ Large Sunpad to Sunbathe ⇛ Refrigerator ⇛ Stateroom for Infants & Children to Lay Down ⇛ Sunroof ⇛ Swim ladder Join us for a trip by booking today!

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.

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.

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.

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.

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.

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.

Enjoy a 2 hour snorkel tour in Islamorada from the Islander Hotel on a 49-passenger catamaran in unforgettable underwater adventure. The catamaran glides through the waters, offering breathtaking views as passengers anticipate the magic that awaits below. Equipped with gear, dive into the crystal-clear waters, where we will encounter vibrant coral reefs, tropical fish, & a kaleidoscope of marine life. Explore the underwater wonders, finding moments of serenity & awe as you swim at your own pace. After the snorkeling experience, relax on the catamaran & enjoy the scenic journey back, reminiscing about the incredible sights & creating memories that will last a lifetime.

Explore the beautiful scenery around Islamorada with ease on this half-day private boat tour: hop around to the mangrove islands and channels around the key and look for wildlife such as dolphins, manatees, and crocodiles. Snorkel at Alligator Lighthouse Reef or Cheeca Rocks with the provided gear, and soak up the sun and relax at a local sandbar.

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

Join us for a unique 2.5-hour Whale Harbor Sandbar tour that offers swimming, an open bar, & breathtaking scenery. Dive into the inviting waters and enjoy a refreshing swim at the sandbar. Sip on refreshing beverages of your choice while surrounded by the stunning natural beauty of the sandbar. Set sail across the turquoise waters & take in the breathtaking coastal views along the way. Sit back, relax, and let our crew take care of all the details for a worry-free and memorable experience. The sandbar itself offers a tranquil & serene atmosphere. Enjoy the natural beauty of the surroundings, soak up the sun, & feel the ocean breeze. It's a perfect opportunity to unwind & escape from the hustle and bustle of everyday life. This tour combines relaxation, exploration, and delightful refreshments.

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.

Anglers with an eye for Tarpon, this fishing trip is for you. Enjoy a private chartered fishing charter for two that’s focused on the Tarpon migration between Everglades National Park and the Florida Keys. Your captain will give you a quick lesson of the techniques you need to hunt for these species and cruise you to his favorite fishing holes. Water, fuel, bait and cleaning, a fish license, and your rods and tackle are included.

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.

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.

Islandmorda Sunset Cruise aboard a 49-passenger catamaran, from the Cheeca Hotel. Take a nice, easy ride on a spacious catamaran to the bayside of the island, listen to some tropical music, and enjoy a cocktail as the sun slips into the water. Be sure to take a lot of photos! Our experienced crew will be there to ensure your comfort and safety throughout the cruise and share interesting facts about the island and its surroundings. Whether you're seeking a romantic evening, quality time with friends, or simply a serene escape with the family, the Islandmorda Sunset Cruise offers an idyllic setting and a memorable experience. Don't miss the chance to join us on this journey - reserve your spot now and let the beauty of the island's sunset leave you awestruck.

Islandmorda Happy hour sunset Cruise aboard a 49-passenger catamaran departing from the Islander Hotel and heading towards the Islamorada Sandbar know as the “Whale Harbor Sandbar” or “Tiki Bar Sandbar” and the largest and most popular sandbar. Enjoy a little "happy hour" on the water! We provide the paddle boards, floating mats, and complementary drinks. You provide the fun! End with a beautiful sunset out on the water before heading back to the Islander Resort.