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

Whale & Dolphin Watching 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.

Price per Day

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

Kilo Whiskey 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

Rising Tide Fishing Charters

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

Tiki Boat Adventures - Key West

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

Always Somethin' Shallow Water Tours

Making Memories Charters Key West invites you to discover paradise aboard their sleek 2019 SeaRay 270 SDX-OB Deck Boat, departing from Stock Island. This spacious vessel accommodates up to six guests and is powered by a robust 300 HP Mercury outboard engi

Making Memories Charters Key West

Step aboard a beautifully restored 1985 SeaVee Ocean Center Console, meticulously updated in 2010, and get ready for an unforgettable adventure. With space for up to six guests, this versatile vessel is powered by a reliable 250 HP Suzuki outboard engine,

Sandbar/Snorkel/ Dolphins/Sunset Trips

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

FloAlong Charters

Climb aboard Mayhem Sportfishing, a sleek 2007 Proline Supersport Center Console&mdash;fully restored in 2022 and ready to deliver unforgettable adventures out of Stock Island. With twin 250HP Mercury outboards and cruising speeds up to 55 knots, this ves

Mayhem Sportfishing

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

Danger Charters

Experience the ultimate escape aboard the 2021 Robalo R 247 Dual Console, expertly captained by Dolphin Safari Charters out of Stock Island. Perfect for up to six guests, this sleek vessel is powered by twin 300 HP Yamaha engines, delivering smooth, thril

Dolphin Safari Charters – Vitamin Sea

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

Salty Paws Charters Key West

The waters are shallow and inviting! A short boat ride can get you to a secluded sandbar, or a busy one, or you can choose to explore the waters of the backcountry and wildlife, stop for a swim or snorkel or just dangle your feet off the boat, this charte

Downtime: Vitamin Sea Tours

Start your morning with a calm and refreshing escape to one of Key West’s beautiful shallow-water sandbars. Captain John Hoover will guide you through the clear backcountry to a quiet, scenic spot perfect for relaxing, swimming, and soaking up the peaceful morning sun. 

Purple Heron Charters

Step aboard Purple Heron Charters for a personalized adventure on the water in Key West. This Dolphin 18 Backcountry Pro Skiff, perfect for up to three guests, is designed for an intimate and exciting experience. Powered by a reliable 115 HP Mercury outbo

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.

Join me for an authentic experience of how the locals enjoy their time on the water! With my extensive local knowledge and a variety of incredible spots to explore, I’ll make sure you have an unforgettable adventure. As a locally owned and operated business, I take pride in delivering top-quality trips, ensuring every detail exceeds your expectations.

This is our most popular trip. Enjoy a 4-hour private charter in Key West, featuring snorkeling at a beautiful reef, relaxing at the sandbar and an exciting dolphin watching experience. The boat is equipped with shade, comfortable seating, and a restroom for your convenience, ensuring a relaxing and memorable adventure on the water. All trips are private and catered to your groups interests and comfort levels. We match unparalleled service with the most beautiful waters in the country.

Good Times Key West 24’ Center Console.

Good Times Key West LLC is a 2011 Sailfish 2360 Center console based out of Key West. It can take up to six guests. The boat is powered by one 300 HP gasoline outboard Suzuki engine, offering a maximum cruising speed of 30 knots. The vessel comes equipped

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.

A small-group 4.5-hour eco tour featuring a guided kayak adventure through the mangroves and a guided snorkel in the Key West National Wildlife Refuge. Perfect for young families and early risers, with a maximum of 16 guests for a more personal experience.

We provide fresh organic fruit, veggies, hummus, and filtered water. You’re welcome to bring along additional beverages or snacks if you’d like.

Departure times vary

Honest Eco – Sailing Catamaran Blu Q

A perfect platform for eco tours and private charters. With her open layout and unobstructed views of the surrounding sea and sky. This sailing catamaran was built by my first boss in Key West, and many of the captains I admired when I was a mate used to 

Join us on the quietest wildlife-viewing boat in the Keys to explore waters home to over 200 wild Bottlenose Dolphins with small group (max 16 guests). We respectfully observe them in their natural habitat, then head to a hand-picked snorkel spot for the best visibility. Your guide will point out marine life and answer any questions along the way. 

We'll provide fresh Organic fruit & veggies, hummus, Filtered Water. Feel free to bring extra beverages or snacks if you'd like. We have coolers on board. 

Honest Eco – SQUID

SQUID was custom-designed by me ( Billy Litmer ) and MIT-trained naval architect David Walworth, with you, our guest, at the heart of every decision. Growing up and working in my dad&rsquo;s pharmacies, I&rsquo;ve known the importance of customer experien

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 

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