How to find the calendar address

The best out of %chartersCount% deals in %dest% - enter dates to check availability

Popular %categoryTitle% Charters in %destinationTitle% %statePartOfTheDescription% %countryPartOfTheDescription%. Good availability and great rates. Read unbiased reviews and choose the best deal for your trip.

{1} 1 boat available| [2,Inf] %chartersCount% boats available

{1} %dest%: %chartersCount% boat available|[2,Inf] %dest%: %chartersCount% boats available

Top %cross%

Reviews from FishingBooker, our platform for booking fishing trips, written by customers who booked with this operator.

External reviews

Securing your account gives you full control over your data, trips, and payments.

Are you sure you want to skip securing your account?

We've sent your password-free login link to %email%. Open the email and click the link to sign in.

We will send you a confirmation email once you register. This will give you access to all the benefits BoatBooker has to offer.

Choose a unique but memorable password to give you access to your BoatBooker account.

To have full control over your data, trips and payments, set up your account by linking one of your social accounts.

Successfully created password

Sign up as owner - BoatBooker

Sign up - BoatBooker

A verification code has been sent to %email%

Enter verification code

Try logging in with a different email address or go back to view all login options.

%email% was not recognized

If you see this badge on a charter or captain’s profile, that means our team has conducted a basic check using the information available in publicly available databases such as:

This charter has successfully passed a basic check by the BoatBooker legal team.

This charter can take you boating over 9 miles offshore (Gulf of Mexico) and over 3 miles offshore (Atlantic) into federal waters.

This charter can take you boating up to 9 miles offshore (Gulf of Mexico) and up to 3 miles offshore (Atlantic) into state waters.

Every charter operator in the US is screened within two weeks of listing on our platform. Our legal team performs two kinds of checks:

If you see this badge on a charter and on a captain’s profile, that means they completed an Enhanced check, which is very comprehensive and includes:

This listing has successfully passed an enhanced check by the BoatBooker legal team.

This charter is licensed to take you boating over %miles% miles offshore into %licenseLevel% waters.

This charter is licensed to take you over %p% miles offshore into federal waters.

This listing has completed an Enhanced check, which is very comprehensive and includes:

Credentials check

BoatBooker has more than 10,000 verified reviews from boaters that help match customers with the perfect charter and captain. Customers and captains can only review each other after a trip is done.

BoatBooker offers a range of resources that protect your privacy and help look after your safety. We’re dedicated to what matters most: keeping you safe while boating.

Our Instant Messaging tool lets you get to know the captain or customer and allows you to ask questions ahead of a booking. After a trip is booked, you can easily message back-and-forth to coordinate things like directions, departure time, etc.

Everyone on BoatBooker has a profile to help customers and captains get to know each other. To book or list your boat, you’ll be asked to provide BoatBooker with your full name, phone number, payment information, and email address.

Safety is and always will be our top priority. It's our goal to help make sure that boating experiences offered through BoatBooker are safe and comfortable. Since our beginning, we've worked hard to design policies and features which protect our customers.

This charter is licensed to take you boating up to %miles% miles offshore into %licenseLevel% waters.

This charter can take you up to %p% miles offshore in state waters.

{1}After that, it's %x% per each additional person.|[2,Inf]After that, it's %x% per each additional person per day.

{1}The base price is for up to %p% person.|[2,Inf]The base price is for up to %p% people.

Wanna go boating tomorrow? Book a trip with instant confirmation and you're all set.

This trip requires minimum of %p% people.

We also have great deals available in the following cities that match your search criteria.

Please check if you filled out all information correctly.

Error occured

Send an email

Contact our booking specialists.

You should get a response from our booking specialist within 24h.

%destination%: No results for your search criteria

%destination%: No results on your selected date

%destination%: No results that match your group size

No results for your search criteria

{1}The base price is for %p% person.|[2,Inf]The base price is for %p% people.

Price details

We also have great deals in the following cities that match your search criteria.

Tip: To get the most out of your trip, choose a date with low to moderate wind.

Boating conditions for %month%%destinationTitle%%state%%country%

Weather forecast for %destinationTitle%%state%%country%

English

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

Sunset & Dinner Cruises 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.

Key West is famous for its breathtaking sunsets. Join us for an evening tour of Key West Harbor and Bight, visit Mallory Square and the Waterfront Pier, and view Fort Zachary Taylor from the water. Relax on our comfortable and spacious 33 ft SeaVee. We offer customized services upon request to create your perfect experience. Please note: This is not a fishing trip. Check out our 4-hour morning or afternoon fishing trip options.

United States

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

Savor the enchanting allure of the world-famous Key West sunset during our two-hour Sunset Tiki Boat Cruise. Step aboard our custom tiki bar catamaran and embark on an unforgettable journey as the sun dips below the horizon, painting the sky with a mesmerizing palette of colors. Let the gentle ocean breeze caress your skin as you sip on your favorite beverages and enjoy this quintessential Key West experience.

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

Set sail from Historic Key West Bight Marina and head out onto the pristine and protected waters around Key West. Enjoy music of your choice aound the boat and relax with your friends while taking in a world famous Key West sunset. 

You are welcome to bring any food and drink that you would like aboard with you. **We can accommodate supplying drinks and snacks for an additional cost and advanced notice**

Cora Beth

Cora Beth is a 1980 Yank 55&rsquo; custom headboat (restored in 2021), based out of Key West. It can take up to forty guests. The boat is powered by two 450 HP diesel inboard Cummins engines, offering a maximum cruising speed of 20 knots. The vessel comes

Venture into the Key West National Wildlife Refuge on our most popular trip. On this half day (4hr) trip we can choose one or two of the following activities; Snorkeling, sandbars, dolphin watching, fishing, and or sightseeing/ general cruising. 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. To make the best of the trip, you can request a departure time to match with the current sunset time.

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

2hr private sunset trip 4:30-6:30pm! Captains paid separately at an additional cost of $65hr plus gratuity for sunset trips.

Salty Bottom Boats – Tiki

Salty Bottom Boats Tiki is a brand-new 2025 A&amp;M Tiki 26&rsquo; Deck Boat, ready to take you on the ultimate Key West adventure! Designed for comfort and fun, this spacious vessel accommodates up to 12 guests, making it perfect for groups, families, an

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

Sail into the famous Key West sunset aboard The Sandie Cat! This lively 2-hour cruise features unlimited tropical drinks, delicious appetizers, and live music from top local entertainers. Enjoy a night of dancing, sipping, and soaking in paradise on Key West’s newest luxury catamaran. From rum runners and margaritas to Hawaiian chicken sliders and more, this all-inclusive experience is the perfect way to celebrate your evening in paradise. Book now and see why it’s one of Key West’s top-rated cruises.

Sunset Watersports Key West – Sunset Sail

Are you ready to experience the Key West sunset like never before? Join us on the ultimate Sunset Sip &amp; Sail adventure aboard The Sandie Cat, our luxurious sailing catamaran! This is more than just a sunset cruise&mdash;it&rsquo;s an experience that&r

Experience the magic of Key West from the water on this unforgettable Sunset Cruise. Glide along the sparkling waters as the sun dips below the horizon, painting the sky with vibrant hues of orange, pink, and purple. Sip a drink, relax, and enjoy the stunning views of the coastline and historic landmarks as day turns into night.

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

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

Sunset & Dinner Cruises in Key West

Top Sunset & Dinner Cruises in Key West

Explore Key West

Sunset & Dinner Cruises in Key West

Other great activities in Key West