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

{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%

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.

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

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

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

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

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

Conch Republic Charters

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

Experience luxury and adventure aboard YCN Miami, a 2018 Lagoon 450F Catamaran based in Key West, accommodating up to 12 guests in style and comfort. Powered by twin 114 HP Yanmar diesel engines, she cruises at a relaxed 12 knots, perfect for sightseeing,

YCN Miami – 45ft Lagoon Sailing Catamaran

Experience luxury and adventure aboard YCN Miami, a 2004 Sea Ray Sundancer 420 Jet based in Key West, accommodating up to 12 guests. Powered by twin 550 HP Cummins diesel engines, she cruises at an exhilarating 32 knots, perfect for exploring the stunning

YCN Miami – 46ft SeaRay Sundancer

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

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

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

Reel Easy Charters, located in Stock Island, Florida, offers a wide range of exciting and customizable boating experiences, perfect for families, groups, or anyone looking to explore the beautiful waters around Key West. Their 25-foot 2021 R&amp;R Boatwor

Reel Easy Charters

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.

You can feel free to choose how you would like to spend your trip. The boat comes with a captain and we can go swimming, snorkeling, or just cruising around.

Strawhat Charters

Embark on an unforgettable journey aboard Strawhat Charters, a beautifully restored 2006 Intrepid 323 Center Console (refurbished in 2024), departing from the vibrant shores of Key West. This sleek vessel comfortably accommodates up to six guests and is p

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.

Sandbar/Snorkel/ Dolphins/Sunset Trips

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,

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

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

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 

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 

Absence Adventures

Absence Adventures is a sleek 1999 Hydrasports Vector 2000 Center Console, based in beautiful Big Coppitt Key. Perfect for up to six guests, this agile vessel is powered by a robust 225 HP Suzuki outboard engine, reaching exhilarating speeds up to 34 knot

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

Recent Sunset & Dinner Cruises in Key West

Explore Key West

Sunset & Dinner Cruises in Key West

Other great activities in Key West