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

Island Hopping in Key West, FL- BoatBooker

Key West

Key West, United States

key-west

Experience the vibrant charm of Key West, Florida, with a variety of Key West boat tours that showcase the island's stunning marine life and breathtaking landscapes. Located at the southernmost tip of the United States, Key West offers a unique blend of tropical beauty and rich history, making it an ideal destination for boating enthusiasts.

From sunset sailing trips with open bars and live music to dolphin watching and snorkeling eco-cruises, there's something for everyone in Key West. Explore the crystal-clear waters of the Gulf of Mexico and witness bottlenose dolphins in their natural habitat. Discover the vibrant coral reefs, home to an incredible array of marine life, including sea turtles, stingrays, and colorful fish.

For those who prefer a more leisurely experience, glass bottom boat tours offer a unique opportunity to view the underwater world without getting wet. Enjoy educational commentary while staying cool and comfortable in air-conditioned comfort.

Whether you're looking for adventure, relaxation, or simply a chance to soak up the sun and scenery, Key West boat tours provide an unforgettable experience. With its laid-back atmosphere and stunning natural beauty, Key West is the perfect place to create lasting memories on the water.

Dog friendly fun boat days! Explore the outer keys on a fast boat and bring your doggies along if they're in town! We provide snorkel gear, ice, bottled water, big cooler, music.  You just bring yourselves and what you want to drink/ eat and have a great time!

United States

Salty Paws Charters Key West

Salty Paws Charters in Stock Island, Florida, offers a pet-friendly and family-oriented boating experience aboard a 26-foot Proline sport center console, fully restored in 2024. This spacious boat accommodates up to 6 guests, with room for your furry comp

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.

Kilo Whiskey Charters

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

Join us for 3 hours of leisurely poling in the sunshine! Sharks, rays, birds, turtles, manatees, and more are waiting. We'll show you the shallows while you enjoy cold drinks in the sunshine!

Always Somethin' Shallow Water Tours

Always Somethin&#039; Shallow Water Tours offers an intimate and unforgettable experience on the pristine waters surrounding Key West. Designed for small groups of up to four guests, this nimble vessel is powered by a reliable 115 HP Mercury outboard engi

Spend four hours exploring the pristine backcountry of the Lower Florida Keys. Choose to relax at one or more stunning local sandbars, where you can soak up the sun, swim in clear waters, or simply enjoy the serene surroundings.

FloAlong Charters

Step aboard FloAlong Charters, a 2018 Pathfinder 2500 Bay boat perfect for up to six guests, and experience the best of Key West&rsquo;s waters. Powered by a 300 HP Yamaha engine, this versatile vessel reaches speeds of up to 30 knots, making it ideal for

Hop aboard one of the nicest boats in town for a sunset cruise in Key West Harbor. On this 2-hour trip, you'll see famous sights like Mallory Square, Sunset Key, and even the Southernmost Point. We have plenty of cooler space, so grab some friends or family, bring a few beverages, and let's set sail for an unforgettable cruise. Departure times vary depending on sunset, typically 2 hours prior.

Good Times Key West 35’ Offshore Express

Good Times Key West LLC is a 2001 Carolina Classic Express Motor yacht based out of Key West. It can take up to six guests. The boat is powered by two 450 HP diesel inboard Cummins engines, offering a maximum cruising speed of 30 knots. The vessel comes e

Before departure, the Captain will discuss the options available and design a customized agenda just for you and your guests.

Something Fishy Charters

Join Captain Billy Romano and Something Fishy Charters for an unforgettable adventure in the beautiful waters of Key West. With over 20 years of experience navigating the Florida Keys, Captain Romano is a US Coast Guard licensed Master Captain who founded

Your Day, Your Way: Decide on the exact itinerary the day of your trip! 
Choose from:
Sandbar Visits: Anchor at one of Key West’s famous sandbars, where you can wade in crystal-clear waters, soak up the sun, and enjoy a true tropical paradise away from the crowds of Duval Street.
Dolphin Cruising: Spot playful dolphins in their natural habitat as they swim and frolic alongside the boat.
Snorkeling Adventures: Dive into turquoise waters to explore vibrant coral reefs and marine life. We provide the gear.

Danger Charters

Step aboard our sleek 24&rsquo; center console for an unforgettable private boat tour through Key West&rsquo;s most breathtaking waters! Designed for up to six guests, this captain-guided experience takes you to pristine sandbars, secret beaches, and vibr

Explore the best of Key West with a fully customizable boat adventure! From island hopping, snorkeling, and dolphin watching to shopping excursions, historical tours, sandbar stops, and breathtaking sunsets, you can tailor your itinerary to fit your perfect day on the water. Whether you want a mix of relaxation, exploration, or adventure, this trip lets you create your ultimate Key West experience.

Screaming Lines Adventures

Experience the ultimate Key West adventure aboard Screaming Lines Adventures, a beautifully restored 1980 Egg Harbor Sportfishing vessel (restored in 2010). Comfortably accommodating up to six guests, this powerful boat is driven by twin 400 HP diesel inb

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

Mallory Square is a popular spot for watching the sunset, and experiencing it by boat offers a unique view from the water. We can cruise by the area during sunset and enjoy the atmosphere. Lady of the Sea Charters offers a safe, private charter focused on peace and privacy, rather than large, crowded boats. The Glastron is well suited for enjoying the sunset near Mallory Square and visiting nearby sandbars.

Lady of the Sea LLC

Enjoy a memorable day on the water exploring the beautiful Florida Keys aboard an 18-foot Glastron, perfectly suited for small groups seeking a safe, quiet, and personal boating experience. Whether your ideal outing includes cruising the coastline, visiti

Island Hopping in Key West

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