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

Sunset & Dinner Cruises in Florida Keys- BoatBooker

Florida Keys

Florida Keys, United States

florida-keys

Discover why Florida Keys boating charters are the best way to experience this iconic island chain. With aquamarine shallows on one side and deeper blue water on the other, the Florida Keys offer effortless access to sheltered bays, reef-fringed channels, and wide-open ocean. Charter a boat to hop between island communities, unwind at sparkling sandbars, or set a course for quiet backcountry flats where the horizon feels endless.The Florida Keys are known for clear water, vibrant coral gardens, and thriving marine life. On a charter, you can snorkel above patch reefs, glide past mangrove tunnels on an eco-focused outing, or watch for dolphins and sea turtles in calm, protected areas. Historic lighthouses and photogenic bridges line popular routes, while natural harbors and well-equipped marinas make launching and provisioning simple.Whether you’re planning a half-day cruise to a secluded beach, a family-friendly wildlife tour, or a full-day island-hopping adventure, local captains tailor itineraries to the day’s conditions and your interests. Expect smooth rides over shallow flats, gentle anchorages for picnics and swimming, and unforgettable sunsets from the water. From Key Largo to Key West, a charter unlocks hidden coves, reef moorings, and postcard-perfect vistas you can only reach by boat.Ready to explore at your own pace? Choose a Florida Keys boating charter and make the most of clear skies, warm breezes, and a sea dotted with possibilities.

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

Key West

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 a fun day in the sun! We would love to customize your 3-hour trip just for you. We can swim, use the waterslide, and enjoy some fun fishing! Please note we do not visit sandbars and we do not provide Snorkel equipment

Double Decker Tritoon with Waterslide

Marathon

Double Decker Tritoon with Waterslide is a 2021 Grand Island Double Decker Waterslide Pontoon based out of Marathon. It can take up to six guests. The boat is powered by one 115 HP gasoline outboard Mercury engine, offering a maximum cruising speed of 20 

Cast off for an unforgettable evening on a 2 hour sunset boat cruise with Larry.  As you glide across calm turquoise waters, you'll be surrounded by panoramic views of the Gulf and Atlantic,  where the horizon stretches endlessly and the sky transforms into a canvas of vibrant oranges pinks and purples.  This relaxing cruise offers the perfect blend of tranquillity and natural beauty.  As the sun dips below the horizon, enjoy front row seats to one of natures most breathtaking shows.

Living Like Larry Charters

Set sail aboard the stunning 2016 NauticStar 243DC Deck Boat, docked in the picturesque Marathon. Perfect for up to six guests, this vessel promises a luxurious and comfortable experience as you explore the breathtaking waters of the Florida Keys. Powered

The Florida Keys are famous for their stunning sunsets, and here, they're right outside our marina's back door! You can enjoy the view from Florida Bay or, on calm evenings, head to Alligator Lighthouse to watch the sunset over the open ocean. For a truly unique experience, snorkel as the sun dips below the horizon—it's absolutely magical. Please note, all trips are weather dependent to ensure your safety and enjoyment.
Sunset trips depart one hour before sunset.

Snorkeling here in Islamorada is a must do!

Bamboo Charters

Islamorada

Bamboo Charters has been running adventure trips in Islamorada since early 2001. Snorkeling and Sandbar adventures are two of our most popular activities. We also offer Eco tours, sunset cruises and we can even stop at local waterfront restaurants and bar

A sunset cruise in Islamorada, Florida, offers a breathtaking experience as you sail into the warm, golden hues of the setting sun. Aboard a comfortable boat, you'll glide through the crystal-clear waters of the Florida Keys, taking in panoramic views of the coastline and lush islands. Whether you're sipping a refreshing drink or enjoying the company of loved ones, this trip is a must-do!

Salty Bowline Charter Co.

Set sail in style aboard the Salty Bowline Charter Co. newest boat in their fleet, a 2022 Contender Bay Center Console located in the heart of Islamorada. This beautiful boat was restored in 2026 with new upholstery, engine upgrades, and brand new top of 

Join us aboard the Salt Dancer for an unforgettable two-hour sunset cruise in the Florida Keys. Watch as the sun sets over the horizon, painting the sky in stunning shades of orange, pink, and purple. Relax and enjoy the breathtaking views from our luxurious vessel as the gentle breeze and waves set the perfect backdrop. This is the ultimate way to experience the Keys' beauty and create lasting memories with loved ones.

Salt Dance Boat Tours

Experience the ultimate island-hopping adventure with Salt Dance Boat Tours, aboard the beautifully restored 1998 Bayliner Rendezvous 26&rsquo; deck boat, now upgraded in 2022 for a smooth and stylish ride. Based in Marathon, this spacious vessel comforta

Day of fun on our beautiful waters. Pick and choose. We can choose from a trip to the reef, snorkeling, a boat tour around the islands, stopping at the sand bar, or looking for turtles, dolphins, manatees, 

and other marine life. Available for parties 1 to 6.

Custom Charters

Custom Charters invites you to explore the stunning waters of Islamorada aboard a sleek 2017 Sea Fox 266 Center Console. This versatile vessel comfortably accommodates up to six guests and is powered by twin 150 HP Yamaha outboards, cruising at up to 40 k

Set sail on a serene 1-hour sunset cruise around Key Largo's bay. Discover how locals live and marvel at wildlife, including dolphins, manatees, birds, and iguanas as the sun dips below the horizon. Bring a drink and soak in the peaceful, stunning views.

Sunshine Watersports Boat Charter

Key Largo

Set off on an unforgettable adventure with Sunshine Watersports Boat Charter, a sleek and spacious 2021 Cobalt 25 SC Dual Console based out of Key Largo. Powered by a 300 HP Mercury outboard, this vessel cruises comfortably at up to 35 knots, perfect for 

End your day in paradise with our Sunset Cruise from Stock Island. Relax on deck as you sail into the golden hour, watching the sun set over the turquoise waters of Key West. It's the perfect way to unwind and create unforgettable memories.

Making Memories Charters Key West

Stock Island

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

The Hurricane is equipped with a stylish "sea deck" – perfect for photos – and a top-of-the-line JL Audio speaker system with wireless Bluetooth.
The built-in bimini top provides shade over the back half of the boat, ensuring comfort on sunny days. Upon pick-up, cooler space, ice, and water will be available for your convenience. Guests are welcome to bring their own food and beverages on board.
Included in your charter:  Stand-up paddle-board  • 9x5 floating water mat  •  Floats, Snorkel Gear & More!

Islamorada Private Sandbar & Snorkel Charters

Experience the best of Islamorada on your own private boat charter. Perfect for families, couples, and small groups looking for a relaxed, unforgettable day on the water. Cruise to the famous Islamorada sandbars, snorkel in crystal-clear waters, or explor

Sunset & Dinner Cruises in Florida Keys

Top Sunset & Dinner Cruises in Florida Keys