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Our most recommended Islamorada Tours

Islamorada: Sunset Catamaran Cruise

1. Islamorada: Sunset Catamaran Cruise

Board a 49-passenger pontoon catamaran at the Islander Resort on the Ocean side of Islamorada. Once on the water, cross over to the Bayside to watch the sun set into the Gulf of Mexico. Sip a drink while enjoying the gentle ocean breeze. Relax on the deck, soak up the tranquil ambiance, and capture stunning photos of the sunset reflecting on the warm tropical waters. Enjoy breathtaking views of the picturesque coastline of the Florida Keys, lined with Millionaire homes and luxury boats. The experienced crew will be there to ensure your comfort and safety throughout the cruise, and to share interesting facts about the Keys and its surrounding waters. You might even get the chance to see dolphins, turtles, and other marine life. Whether you're seeking a romantic evening, quality time with friends, or simply a serene escape with the family, the Islandmorada Sunset Cruise offers an idyllic setting and a memorable experience.

Islamorada: Snorkel Adventure & Sandbar Trip

2. Islamorada: Snorkel Adventure & Sandbar Trip

Departing from the Islander Resort in Islamorada, this 3.5 hour tropical adventure transports you on a catamaran to an offshore reef where you can snorkel with colorful coral and tropical fish, after which you can enjoy complimentary drink while relaxing and having fun in and around an offshore tropical sandbar. You will be provided with everything you need to snorkel, and will be instructed by the friendly crew. They will teach you about the local marine life and how to protect them, as well as pointing out the various types of coral and colorful fish in the beautiful turquoise waters. You might even see turtles or dolphins. After snorkeling you can enjoy drinks as you make your way to the famous Whale Harbor Sandbar where you can soak up the tropical atmosphere. You can just relax on the secluded white sandy beach in the middle of the ocean or have some fun in the warm tropical waters. In the end though, it is really up to you how active or relaxing you want to be on this tropical adventure.

Islamorada: Snorkeling and Beach Adventure

3. Islamorada: Snorkeling and Beach Adventure

Take a 2-hour snorkel tour in Islamorada from the Islander Hotel on a 49-passenger catamaran will enjoy an immersive experience. After boarding and a safety briefing, they'll sail amidst scenic views. Upon arrival at the snorkeling site, they'll be equipped with gear and dive into crystal-clear waters. Guided by the crew, they'll explore coral reefs, encounter tropical fish, and witness diverse marine life. With time for free exploration, they can swim at their own pace, taking in the serenity. After snorkeling, they'll return to the catamaran, relax, and enjoy the scenic journey back, reflecting on their unforgettable two-hour excursion. On the return adventure enjoy the beautiful ocean breeze while sipping a ice cold complimentary drink.

Florida: Key West Overseas Highway Self-Driving Tour

4. Florida: Key West Overseas Highway Self-Driving Tour

Begin your sunshine-filled journey just an hour outside Miami, Florida: on Key Largo. Start the scenic 100-mile drive bypassing the ‘African Queen’, the iconic Hollywood riverboat. Follow in the historical footsteps of the Overseas Railroad to Plantation Key, the smuggler's haven. While there, check out Big Betsy, the giant lobster, and Theatre of the Sea, home of the original dolphin shows. Continue through Isla Morada while learning about the hurricanes, ecosystems, and wildlife of the tropical Florida Keys. Explore Anne’s Beach, Long Key, and Marathon, each of which contains unique attractions. Cross over the iconic Seven Mile Bridge and make sure to check out Fred the Tree, the famous spirit of the Keys. Journey past Pigeon Key and Geiger Beach until you reach the most famous Key of all: Key West. In popular Key West, discover Mallory Square, Truman’s White House, the Hemingway Home, Tennessee Williams’ House, and the historic lighthouse. Wrap up your tour at the Southernmost Point of the Continental US.

Islamorada: Whale Harbor Sandbar Trip w/ Swimming

5. Islamorada: Whale Harbor Sandbar Trip w/ Swimming

Relax on a 2.5-hour excursion to the Whale Harbor Sandbar departing from the Islander Resort on the Ocean side of Islamorada. Be transported on a pontoon catamaran to this tropical paradise where you can enjoy sunbathing on the secluded white sandy beach or have some fun in the warm tropical waters. Dive into the inviting waters and enjoy a refreshing swim at the sandbar. Or simply hang out in the water or on a large communal floating mat while you sip on refreshing beverage. If you wish, you can also spend some time paddle boarding. On your journey too and from the Sandbar you will glide across the turquoise waters & take in the breathtaking coastal views of the Florida Keys along the way. Sit back, relax, and let the friendly 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.

Islamorada: Mangroves & Manatees Guided Kayak Eco Tour

6. Islamorada: Mangroves & Manatees Guided Kayak Eco Tour

Islamorada, a breathtaking paradise nestled in the Florida Keys. Prepare to embark on an unforgettable guided kayak eco tour, where you'll discover the beauty of mangroves and have the chance to encounter the beloved manatees. Your eco tour begins with a friendly and knowledgeable guide who will lead you through the stunning waterways of Islamorada. Equipped with a comfortable kayak and all necessary gear, you'll set off on a journey that combines adventure, education, and appreciation for the natural wonders of the area. As you paddle through the calm and crystal-clear waters, you'll be surrounded by the lush and vibrant mangrove forests that line the coast. These unique trees, with their characteristic aerial roots, provide a sanctuary for a variety of marine life and are essential for the health of the ecosystem. Your guide will share fascinating insights into the importance of mangroves, explaining how they act as a nursery for countless marine species, protect against erosion, and provide habitat and food for an array of organisms. You'll learn about the different types of mangroves and their distinct roles in the coastal ecosystem. Keep your eyes peeled for the gentle giants of the sea - the manatees. Known for their docile nature and playful demeanor, manatees are a common sight in the warm waters of Islamorada. Your guide will help you spot these magnificent creatures as they swim gracefully beneath the surface or surface for a breath of air. It's a magical experience to witness these peaceful beings in their natural habitat. Throughout the tour, your guide will also point out various bird species that inhabit the mangroves. From herons and egrets to ospreys and pelicans, the skies above are filled with a symphony of winged creatures. You'll learn about their unique behaviors, migratory patterns, and the important role they play in the ecosystem. Along the way, your guide will provide interesting facts about the history, geology, and conservation efforts of the area. You'll gain a deeper understanding of the delicate balance between humans and nature and the steps being taken to preserve this pristine environment. This guided kayak eco tour in Islamorada is not only an opportunity to connect with nature but also a chance to relax and rejuvenate in the tranquil surroundings. As you paddle through the mangroves, you'll feel a sense of serenity and harmony with the natural world, leaving the stresses of everyday life behind. So, grab your paddle, immerse yourself in the beauty of the mangroves, and get ready for an eco adventure filled with discovery, wonder, and the chance to encounter magnificent manatees. It's an experience that will leave you with a deep appreciation for the fragile ecosystems that make Islamorada truly remarkable.

Islamorada: Multi-Activity Private Boat Charter

7. Islamorada: Multi-Activity Private Boat Charter

Hop aboard your private chartered boat and enjoy a day out on the water in the Florida Keys. Enjoy snorkeling, a stop at the World Famous Islamorada Sandbar, and a dolphin watching tour during your adventure. Depart Islamorada and head out to enjoy your 3 different activities at sea. Explore the beautiful coral reefs of the Keys while snorkeling, hang out on the Islamorada Sandbar, and try your luck at spotting dolphins on a dolphin watching tour. Whether you're heading out for a day in the sun with friends, throwing a bachelorette party, or celebrating a birthday, this boat charter is fit to suit a variety of groups looking to have a good time out in the waters of the Florida Keys. We will be picking up at our dock at Angler House Marina. The address is 80500 Overseas Hwy in Islamorada. The entrance to the marina is bay side in Islamorada at MM 80.5 right next to the Square Grouper across the street from Midway Cafe. Be advised there is no store or restaurant at the marina. See pick up information in this link. Also no drugs or smoking will be permitted on the boat or anywhere near my floats or equipment. Please note we will have a cooler and ice. There’s is no bathroom on the boat but there is a public restroom at the pickup location. Also due to Covid 19 you may want to supply your own snorkel gear or at least gear for the kids. We do supply 6 full sets of snorkel gear per boat but sizes are limited. I also do not have infant size life jackets which will be required for infant passengers. Please bring one with you if you have an infant. If you wish to extend your trip longer ask your Captain, and If you enjoy yourself please remember our crew works for tips! ☀️ 🤩 🛥 🏝

From Miami: Key Largo & Islamorada Private Open-Top Bus Tour

8. From Miami: Key Largo & Islamorada Private Open-Top Bus Tour

Take a private day trip to visit the Keys’ numerous islands, from Key Largo to Islamorada. After pickup at your hotel in Miami or Miami Beach, drive to Key Largo, the northernmost island of the Keys that was made famous by the film Key Largo, starring Humphrey Bogart and Lauren Bacall. On Key Largo, stop at the Caribbean Club bar, which will be uncannily familiar to fans of the Bloodline TV series. Enjoy the bar’s surroundings and soak up the atmosphere of one of the rare less-touristy venues in the area. After Key Largo, move on to Islamorada, a smaller and quieter key than Key Largo and Key West. Find out why Islamorada is known as the “world capital of recreational fishing,” and discover the largest fishing fleet by square meter in the world. While on Islamorada, make a stop at Robbie’s, which offers a wide range of nautical activities. These include fishing, free-diving, boat rentals, eco-tours, and, most importantly, feeding the tarpons, the main attraction of the establishment for over 30 years. Robbie’s also has souvenir shops, stalls selling locally handcrafted goods, and the restaurant Hungry Tarpon where you can have lunch (not included). At the end of your tour, you’ll be returned to your hotel in Miami or Miami Beach.

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What people are saying about Islamorada

This was a great way to learn about the surrounding area while driving to Key West. We stopped at multiple places along the way because of the app and we didn’t regret a single one. Take your time and enjoy! Some of my favorite memories are because of the stops we made.

App worked as expected and gave a great overview of sites as we approached them. Offered good suggestions on places to stop along the way.

The app was very easy to use and very helpful. I would recommend using this app to learn about the area and the sites to see.

Love that its a stop and go tour. And it automaticly plays when you pass by hte spot.

Lots of fun information for the long drive to Key Wedg!