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

Sunset & Dinner Cruises in Okaloosa Island, FL- BoatBooker

Okaloosa Island

Okaloosa Island, United States

okaloosa-island

Discover why Okaloosa Island is a favorite for Okaloosa Island boating charters. Framed by sugar-white sands and clear, emerald waters, this barrier-island playground offers calm bays and easy Gulf access, making it ideal for relaxed cruises, family-friendly outings, and adventure-filled days on the water.Set out for dolphin-sighting trips, sandbar stopovers, or snorkeling over vibrant nearshore habitats. Protected waters invite beginners and kids, while open-water runs tempt experienced boaters seeking a little more thrill. Sunset cruises are a standout here—golden skies reflecting off glassy water create unforgettable photo moments and a serene finish to your day.Anglers will appreciate quick runs to productive inshore and nearshore grounds, while sightseers can meander along scenic shorelines dotted with dunes, piers, and panoramic viewpoints. Many charter options depart close to the island’s beaches and boardwalks, so you can step from shore to boat in minutes.Whether you prefer a captained experience or a hands-on rental, Okaloosa Island boating charters cater to couples, families, and groups with a wide variety of vessel types and trip lengths. Come for the emerald water and stay for the effortless access, friendly crews, and a coastline designed for making on-the-water memories.

Indulge in a delightful 2-hour boat trip, where you’ll savor four warm, freshly made beignets paired with your choice of beverage—whether it’s a refreshing beer, wine, champagne, or a non-alcoholic option. As you glide across the water, watch the sky transform with a breathtaking sunset, followed by the twinkling Harbor lights that make for an unforgettable evening on the water.

We love our dogs ! Bring them with you any size 

United States

Bluewater Pontoon Charters/Just a Splash

Destin

Step aboard the 2018 Custom-Built Catamaran Coach Pontoon and experience the ultimate day on the water in Destin, Florida! Designed for comfort and fun, this spacious vessel accommodates up to six guests and is powered by a 315 HP Suzuki outboard engine, 

Crab Island - what more needs to be said? "It's like visiting Fiji in the deep south". Fun in the sun, clean, clear knee-high water. 

Pricing is for Friday and Saturday

Important Note: The price does not include tax, the Gulf Island National Seashore fee, and the crew fee. The crew fee is $100 per hour, payable directly to the Captain on the day of your charter. This fee covers the Captain, First Mate, ice, bottled water, and fuel. Gratuity is always appreciated.

The Pink Dolphin Private Tiki to Crab Island

The Pink Dolphin is one of the coolest boats on the Destin Harbor. We can carry up to 18 passengers (which includes adults, children and infants/babies) - making it the perfect Bachelorette boat, or larger family. Our boat is USCG Certified and Inspected.

PRIVATE 6 HOUR CRAB ISLAND CHARTER MAKE YOUR FUN LAST LONGER!!

CRAB ISLAND CHARTERS

Shalimar

Experience the ultimate adventure aboard Seas The Day Destiny! This sleek 2021 Yamaha Tidewater Center Console, based in beautiful Shalimar, is perfect for unforgettable days on the water. Designed for comfort and fun, she accommodates up to 6 guests and 

Viewing dolphins in their natural environment. Sightseeing Destin harbor and watching the amazing sunset on the Gulf of America.

Knotical Adventures Two LLC

Fort Walton Beach

Step aboard this classic 1988 Torres Pilothouse, expertly captained by Timothy E. O&rsquo;Malley, and discover the beauty of Florida&rsquo;s Emerald Coast. Based in Fort Walton Beach, Knotical Adventures Two LLC offers unforgettable private experiences fo

Experience the magic of our Night Glow Clear Kayak Adventure as LED-lit clear kayaks illuminate the water beneath you. Paddle through calm, shallow waters while spotting incredible marine life, including stingrays, schools of big and small fish, crabs, and more. It's a fun, family friendly adventure and one of the most unique ways to explore Destin after dark.

Glass Bottom Adventures

Step aboard Glass Bottom Adventures, a spacious and family-friendly 27 foot 2020 xcursion Pontoon, perfect for up to 11 guests. Departing from beautiful Fort Walton Beach, this smooth-cruising pontoon is powered by a reliable 90HP Yamaha outboard engine, 

Come join us during the golden hours of the day. We will cruise to crab Island and Destin And enjoy the pretty colors while we see the sites and look for Sea life like Dolphins. During the three hours we’ll hunt for Dolphins, do a harbor tour, even stop for a swim if you need to cool off! You’ll listen to your music as we watch the sun go down. And don’t forget the pictures. Our captain is at your service to catch the perfect family sunset photos.

J Katt Boat Tours

Discover the ultimate cruising experience with J Katt Boat Tours aboard the sleek 2023 Bentley 223 Cruise Tritoon Pontoon, based in beautiful Shalimar. Perfect for up to six guests, this stylish pontoon is powered by a reliable 140 HP Suzuki outboard engi

Grab your swimsuit, towel, drinks, and friends for a private sunset pontoon cruise along the beach! This 5.5-hour excursion takes you to Crab Island to relax in shallow emerald waters, spot marine life, or explore Destin Harbor, your choice. Your captain handles everything while you enjoy island time. The boat includes a 72-quart cooler, Bluetooth speaker, floating lily pad, and BOTE inflatables for the ultimate day on the water.

East Pass Excursions

East Pass Excursions is a tour company in Fort Walton Beach offering pontoon tours to Destin and Crab Island.&nbsp; With pontoons designed for comfort, fun, and flexibility, this private charter is perfect for Crab Island trips, dolphin watching, sightsee

Join us for an afternoon adventure to visit Crab Island (in-water), interact with our friendly dolphins, and enjoy a variety of other marine life. It's a great time!!  We have Lilly pads, water floats, and other in-water activity. 

The weather is usually very calm and pleasant in the afternoons, with a gentle breeze. Perfect for both kids and adults alike!

The boat has a restroom and fuel is covered!

Destin Expeditions: Dolphin/Crab Island Trips

Destin Expeditions has a beautiful Sightseer 36&#039; Deck Boat (fully updated in 2026), based in Fort Walton Beach, designed for comfort, fun, and unforgettable days on the water along Florida&rsquo;s Emerald Coast. With capacity for up to 23 guests, thi

Prides Adventures LLC

Prides Adventures LLC offers an unforgettable, personalized on-the-water experience aboard a fully restored Ranger Cayman center console, based in Shalimar. Designed for small groups of up to 5 guests, this agile and fast vessel delivers an exciting yet c

The captain will take you and your crew on an unforgettable experience. All life vests and safety equipment are included, with children’s sizes available. Children under 6 years of age must wear a U.S. Coast Guard–approved PFD while the vessel is underway.
A cooler with ice, Bluetooth sound system, and fuel are included.
Departing between 5:00–6:30 PM, you’ll catch the best sunset over the Gulf of Mexico. The open waters off Destin offer a truly breathtaking view.

Salty Anchor Charters

Salty Anchor Charters is a 1995 Aqua Sport Osprey 245 center console based out of Shalimar, offering an ideal blend of speed, comfort, and adventure. Powered by a reliable 225 HP Yamaha outboard engine, this vessel reaches cruising speeds up to 35 knots, 

Sunset & Dinner Cruises in Okaloosa Island

Top Sunset & Dinner Cruises in Okaloosa Island