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Popular Island Hopping Charters in Florida Keys  , United States. Good availability and great rates. Read unbiased reviews and choose the best deal for your trip.

Island Hopping in Florida Keys- BoatBooker

Florida Keys

Florida Keys, United States

florida-keys

Discover the wonders that await you aboard the Kilo Whiskey with Captain Anthony, exploring the diverse islands, sandbars, and intriguing locations around Key West and beyond. Customize your charter to include any of the following: Snorkeling Patch Reef Secluded Island Hopping Mangrove Island Exploration Sea Turtle, Stingray, Dolphin, and Bird Sightings Beachcombing for Shells If you have a specific adventure in mind, let us know and we'll tailor the experience to your preferences.

United States

Kilo Whiskey Charters

Key West

Welcome to Kilo Whiskey Charters, the premier destination for unforgettable aquatic adventures in the pristine waters of Key West, Florida. With over 10 years of experience, Kilo Whiskey Charters is dedicated to providing top-tier, personalized charter ex

Escape the crowds and cruise to the locals' favorite sandbars. Swim, float, or just kick back with a beverage. No cookie-cutter agenda—just sun, salt air, and your kind of fun. You'll go where the locals go and let the day unfold. Whether you're looking to chill or explore, this is the laid-back, off-the-grid escape you didn’t know you needed.



The Most Unique Keys Experience Starts Here!

Stock Island

Welcome to Dauntless Excursions! You Key West Custom Boat Charter &ndash; Sandbar, Snorkeling, Eco Tours, Lobstering, and More! Escape the crowds and experience the Florida Keys with a private charter aboard the bay boat Dauntless II, the newest in the Da

Start your day with a refreshing 4-hour morning adventure! Visit our local sandbars, hop between nearby islands, or enjoy a scenic cruise around the entire island. Relax on sandy bottoms in crystal-clear water as the morning sun warms the day. Nature enthusiasts will love spotting native birds, tropical fish, dolphins, and even sea turtles in their natural habitat. When you're ready to unwind, rinse off with a refreshing freshwater shower after your ocean swim.

Living Like Larry Charters

Marathon

Set sail aboard the stunning 2016 NauticStar 243DC Deck Boat, docked in the picturesque Marathon. Perfect for up to six guests, this vessel promises a luxurious and comfortable experience as you explore the breathtaking waters of the Florida Keys. Powered

Our 2-hour trip is ideal for those looking to enjoy a relaxing boat ride and snorkel at one of the stunning reefs near Islamorada. We provide masks, snorkels, fins, and towels for your convenience. You'll also find cold bottled water and a cooler filled with ice onboard to keep you refreshed throughout your adventure.

Snorkeling here in Islamorada is a must do!

Bamboo Charters

Islamorada

Bamboo Charters has been running adventure trips in Islamorada since early 2001. Snorkeling and Sandbar adventures are two of our most popular activities. We also offer Eco tours, sunset cruises and we can even stop at local waterfront restaurants and bar

Embark on a 4-hour afternoon excursion in Marathon, where adventure meets relaxation! Cruise through the stunning waters, stopping at a pristine sandbar for swimming and sunbathing. Dive into the crystal-clear waters for a snorkeling adventure, discovering the vibrant marine life beneath. Enjoy the serene surroundings and picturesque sights on this perfect getaway.

Salt Dance Boat Tours

Experience the ultimate island-hopping adventure with Salt Dance Boat Tours, aboard the beautifully restored 1998 Bayliner Rendezvous 26&rsquo; deck boat, now upgraded in 2022 for a smooth and stylish ride. Based in Marathon, this spacious vessel comforta

Day of fun on our beautiful waters. Pick and choose. We can choose from a trip to the reef, snorkeling, a boat tour around the islands, stopping at the sand bar, or looking for turtles, dolphins, manatees, 

and other marine life. Available for parties 1 to 6.

Custom Charters

Custom Charters invites you to explore the stunning waters of Islamorada aboard a sleek 2017 Sea Fox 266 Center Console. This versatile vessel comfortably accommodates up to six guests and is powered by twin 150 HP Yamaha outboards, cruising at up to 40 k

Join us for a 4-hour tour and cruise the beautiful bay waters while soaking in scenic views and spotting local wildlife. We’ll stop at a sandbar where you can swim, relax, and unwind. Want to grab a bite or drink? We can stop at a waterfront bar or restaurant, too. Feel free to bring your own food and drinks — we’ve got ice and bottled water on board. Timing is flexible to fit your schedule!

Sunshine Watersports Boat Charter

Key Largo

Set off on an unforgettable adventure with Sunshine Watersports Boat Charter, a sleek and spacious 2021 Cobalt 25 SC Dual Console based out of Key Largo. Powered by a 300 HP Mercury outboard, this vessel cruises comfortably at up to 35 knots, perfect for 

The Hurricane is equipped with a stylish “sea deck” and a top-of-the-line JL Audio speaker system with wireless Bluetooth. The Built-in Bimini top provides shade over the back half of the boat, ensuring comfort on sunny days. Cooler space, ice, and water will be available for your convenience. Guests are welcome to bring their own food and beverages on board.
Included in your charter:  Stand-up paddleboard  • 9x5 floating water mat  • Floats & Snorkel Gear & More!

Islamorada Private Sandbar & Snorkel Charters

Experience the best of Islamorada on your own private boat charter. Perfect for families, couples, and small groups looking for a relaxed, unforgettable day on the water. Cruise to the famous Islamorada sandbars, snorkel in crystal-clear waters, or explor

Embark on a 6-hour Key West adventure searching for dolphins and snorkeling at stunning spots like the coral reef, inshore patch reef, sponge garden, or sandbar. Enjoy sandbar and island hopping as you explore multiple scenic locations, making the most of your time on the water. This trip blends wildlife encounters, snorkeling, and island exploration for an unforgettable day.

Conch Queen Charters

Step aboard Conch Queen Charters, a comfortable 26 foot Twinvee Catamaran based in beautiful Key West. Perfect for small groups of up to six guests, this versatile vessel is powered by twin 175 HP Suzuki engines, cruising smoothly at 25 knots. Onboard, yo

Custom trips where we go to secluded islands that have beautiful sandbars. You have options to snorkel, paddleboard, dolphin watch, and take harbor tours. Your captain is a seventh-generation local with tons of great history facts, and will you to the most beautiful places around the Keys.

Conch Republic Charters

Set sail with Conch Republic Charters, a beautifully restored 1975 T Craft 24 Center Console (2025) in Key West. With room for up to six guests and powered by a 300 HP Yamaha outboard engine, this boat reaches thrilling speeds of up to 50 knots&mdash;perf

Island Hopping in Florida Keys

Top Island Hopping in Florida Keys