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

Boat & Yacht Tours 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.

Join us for a peaceful morning excursion through Key West Harbor and Bight as the first light paints the sky with hues of pink and gold. Visit iconic landmarks like Mallory Square and the Waterfront Pier, and enjoy a unique view of Fort Zachary Taylor from the water.

We offer customized services upon request to create your perfect morning experience. Whether you're seeking tranquility, stunning photo opportunities, or a special way to begin your day.

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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

Prepare for a delightful afternoon of tropical revelry on our 2-Hour Tiki Boat Party to a Mini Sandbar. Leave the navigation to your captain as we journey to a local swimming spot, the perfect setting for a tiki-style party. Bring your favorite cocktails, snacks, and your most spirited friends, and let the good times flow. With the capacity to accommodate up to six guests per boat, you can soak up the sun and celebrate in style.

Tiki Boat Adventures - Key West

Ditch the ordinary and immerse yourself in a tropical escape with Tiki Boat Adventures in Key West! These custom-built tiki boats offer the ultimate setting for a fun and relaxing day on the water. With their signature thatched roofs providing shade, a bu

Celebrate Your Love on the Waters of Key West: A Simple and Memorable Wedding

For couples who want something truly unique, exchange your vows in the beautiful tropical waters of Key West. This no-frills wedding combines the raw beauty of the ocean with an intimate and adventurous ceremony, creating memories you’ll treasure forever—without the fuss or high price tag.



Gulfstream Key West

Gulfstream Key West is a 1986 DMR 58 Headboat based out of Key West. It can take up to fifteen guests for weddings. The boat is powered by two 450 HP diesel inboard Detroit engines, offering a maximum cruising speed of 10 knots. The vessel comes equipped 

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

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

A local favorite! This 4-hour private Sandbar Snorkel Trip for up to 6 guests explores Key West’s clear, shallow waters aboard Cowfish, our smooth, fast Glacier Bay catamaran. Choose two activities: snorkel, relax on a sandbar, or search for dolphins.


We'll provide fresh organic fruit and water. Feel free to bring extra beverages or snacks if you'd like. We have coolers on board. 

Honest Eco – COWFiSH

22&prime; Glacier Bay dual console Catamaran Cowfish offers a smooth and comfortable ride, with versatility and ample space for up to 6 people in a compact package. Cowfish provides a great platform for your sandbar tour and other activities, whether you 

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

Enjoy a relaxing half-day sandbar trip in crystal-clear waters! Perfect for families or friends looking to soak up the sun, swim, and explore. Bring your favorite drinks and snacks, and we’ll handle the rest. Experience paradise the local way—fun, chill, and unforgettable!

Rising Tide Fishing Charters

Experience the ultimate Key West adventure aboard Rising Tide Fishing Charters, a fully restored 2008 Pathfinder 2200 Bay boat (2025 upgrade). Perfect for up to five guests, this sleek vessel is powered by a 200 HP Yamaha outboard, reaching speeds up to 5

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