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

Sunset & Dinner Cruises in Islamorada, FL- BoatBooker

Islamorada

Islamorada, United States

islamorada

Experience the breathtaking beauty of Islamorada, a gem in the Upper Florida Keys, with our exceptional Islamorada boat tours. Located in a paradise of crystal-clear waters, lush mangroves, and diverse wildlife, Islamorada offers an unforgettable boating adventure. Whether you're interested in snorkeling among vibrant coral reefs, spotting dolphins and sea turtles, or simply relaxing on a pristine sandbar, our tours cater to all your desires.

Choose from a variety of Islamorada boat tours designed to showcase the best of this tropical haven. Enjoy a sunset cruise as the sky transforms into a kaleidoscope of colors, or explore the historic islands like Indian Key and Lignumvitae Key, steeped in rich history and natural beauty. For nature lovers, our eco-tours provide a unique opportunity to explore mangrove forests and witness the diverse marine life of the Florida Keys.

Our expert guides ensure a safe and enjoyable experience, sharing insights into the underwater world and the unique ecosystems of the Keys. Whether you're looking for adventure, relaxation, or a mix of both, our Islamorada boat tours are tailored to create lifelong memories. Book your tour today and immerse yourself in the stunning landscapes and warm hospitality of Islamorada.

Join us for a relaxing evening. There is no better way to make your vacation extra special than a luxury private sunset cruise experience with First Choice Charters. As the sun sets, the tranquil waters of Islamorada, Florida, come alive with a mesmerizing display of colors dancing across the sky and reflecting on the gentle waves. Bottled water is included, and you are welcome to bring drinks and/or food.

United States

First Choice Charters – Sunset Cruise

Step aboard First Choice Sunset Cruise, a beautifully restored 1958 Merritt Sportfisher Sportfishing vessel, and experience the charm of classic craftsmanship paired with modern comforts. Based in Islamorada&mdash;the heart of the Florida Keys&mdash;this 

Coral Sea Charters

Coral Sea Charters is a beautifully restored 1978 Harris Sportfish, reconditioned in 2016, offering a premium experience on the waters of Islamorada. This spacious sportfishing vessel accommodates up to six guests, making it perfect for a group outing, wh

Picture your perfect day in paradise—we'll make it happen! Spend a couple of hours fishing with the kids, then go snorkeling. Visit the sandbar and enjoy lunch at a local spot, or catch lobsters and end the day with a stunning sunset. As a true Islamorada local, I love creating unforgettable experiences. Every trip is 100% customizable to your preferences! Easy Livin' is the name of the game. The departure time is set by you!

Easy Livin Charter

Easy Livin Charter is a 2024 Key West 250BR center console bay boat based out of Islamorada that can comfortably handle up to six guests. The boat is powered with a Yamaha 250 SHO outboard V8 engine, offering a maximum cruising speed of 50 knots. The vess

Set sail into the shimmering waters of Islamorada as the sun begins to dip below the horizon. Our Sunset Cruise is the perfect way to relax, unwind, and take in the breathtaking beauty of the Florida Keys. Whether you're celebrating a special occasion or simply looking to experience a picture-perfect sunset, this trip is for you. Enjoy the warm tropical breeze, and capture memories that will last a lifetime. This trip is ideal for couples, families, or groups looking for a serene evening out on the water.

Forever Salty Charters LLC

Experience the best of Islamorada with Forever Salty Charters LLC, a versatile and newly restored 2003 Hurricane Fun Deck boat perfect for up to six guests. Whether you&#039;re looking for a relaxing cruise, a snorkeling adventure, or a stunning sunset on

Choose from any of the activities we offer during your private boat charter including, but not limited to:

Snorkeling
Fishing
Sandbar charters
Sunset cruises
Cruising through the mangroves
Wildlife watching
Birdwatching
Lobstering
Sightseeing
Going to lunch by boat
Bar hopping by boat

Not sure? Just request Captain’s Choice and let the captain decide!

Not seeing what you’d like to do on the boat? Simply tell us your request, and we’ll do our best to make it happen!

Islamorada Private Charters

Islamorada Private Charters &ndash; Luxury Catamaran Experience Set sail aboard the stunning Islamorada Private Charters, a custom-built 2019 catamaran offering an unforgettable adventure in the heart of the Florida Keys. This spacious dual-console vessel

Captain Trevor aka “Cpt Sweet T” at the Sandbar!

Reef Quest Tours

Discover the beauty of Islamorada aboard Reef Quest Tours, a 2021 StarCraft SVX231 Deck boat perfect for exploring the crystal-clear waters of the Florida Keys. This spacious boat comfortably accommodates up to six guests, powered by a reliable 250 HP Yam

Snorkel, Eco-Tour or Sandbar, or Sunset Tours to include as many as 3 passengers on board for a Private excursion.  


Deep Sea Scuba and Snorkeling

Get ready for an unforgettable adventure aboard Deep Sea Scuba and Snorkeling, a beautifully restored 2001 Maycraft Pilot Pilothouse (refitted in 2024), departing from Islamorada. Perfect for up to 6 guests, this versatile vessel is powered by twin 250HP 

Cruise the beautiful waters of Islamorada on a relaxing 6-hour private boat tour. Perfect for swimming, sightseeing, or just unwinding with your group. The boat includes an onboard restroom for added comfort, and ice is provided—just bring your favorite drinks and snacks.

A 21% gratuity is expected for your captain.

Bluewater Adventure the Keys

Step aboard Bluewater Adventure the Keys, a spacious 2022 Trident Passenger Pontoon Boat based in the heart of Islamorada. Designed for comfort and fun on the water, this vessel accommodates up to 34 guests&mdash;perfect for large groups, celebrations, an

I’ll pick you up at the Lorelei, and we can do anything you’d like — from taking the kids fishing or exploring on an eco tour to dolphin watching or island hopping around Islamorada with a margarita in hand.

Islamorada Boating Tours

Step aboard our brand-new 2025 Contender 26 Bay Boat, docked at the iconic Lorelei in downtown Islamorada. Powered by a 300 HP Yamaha engine, this sleek, comfortable vessel cruises up to 40 knots and accommodates up to six guests &mdash; and yes, we&rsquo

Customize your full day boat charter with optional activities including snorkeling, going to the sandbar, crusing theough the mangroves, sightseeing, bar hopping and sunset watching. We also take special requests for other activities!

Islamorada Private Charters – Corinthian 45S

Set sail in style aboard the 2013 Corinthian 45S Catamaran, fully restored in 2025, based in beautiful Islamorada. Perfect for groups of up to 35 guests, this luxurious vessel combines comfort, speed, and versatility for an unforgettable day on the water.

Sunset & Dinner Cruises in Islamorada

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Sunset & Dinner Cruises in Islamorada

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