Top Destin Cruises & Sailing

Enjoy the crystal blue waters of the Crab Island sandbar with the help of a captain to do the sailing for you. Choose from between the floating loungers, snorkeling equipment, and paddleboards that are provided for your group’s enjoyment. Stroll through the waters looking for local vendors, go shelling, or just sit back and relax.

Your Sunset Eco-Dolphin Cruise begins with a leisure cruise into the majestic sunset from our Sandestin Baytowne Marina location. There is simply nothing like watching the sun set under the iconic Destin bridge from out on the emerald green waters. The ever-changing sunset is your backdrop as you watch dolphins frolicking nearby. Enjoy an interactive Dolphin Tour in a relaxed, personal setting like no other. The Sol y Luna by SunVenture puts you within arm’s reach of the crystal clear waters, giving you up close views and great pictures.

Set sail from Destin for the Crab Island sandbar with your own private captain. Choose the tour length that best suits your group, and let your guide do the rest, steering you and your group to their favorite spot where you can kick back, relax, take a dip, and sip a drink in the refreshing blue water.

Set sail from 500 Harbor Blvd on a 45 Corinthian Catamaran for a 1.5-hour tour of Destin Harbor, then watch for wild dolphins. Once spotted, the boat will get as close as possible and you’re free to walk around the deck to get the best view of your new flippered friends. Other points of interest include Crab Island, The Destin Pass, and the Gulf of Mexico.

If you’re looking to get out on the water without having to rent your own boat and navigate the waters yourself, try booking this Destin dolphin watching cruise by Hydrojet. This experience takes you from the harbor to East Pass and out to the Gulf of Mexico as you keep an eye out for sea life such as for dolphins, stingrays, turtles, and more.

There’s no better way to end your day in Destin than spotting dolphins and watching that famous Floridian sunset. Do both on board this relaxing cruise along Destin's glorious Emerald Coast with your friendly captain–aka the "dolphin whisperer." While waiting for those magical moment, children are invited to take the wheel so parents sit back and unwind.

Cruise the stunning waters of Destin and witness playful wild dolphins in their natural habitat. This 1.5-hour dolphin cruise offers a unique opportunity to interact with these magnificent creatures as they leap and twirl alongside the boat. Led by Coast Guard-certified captains, enjoy a relaxing journey through East Pass, Choctawhatchee Bay, and the Gulf of America. The spacious, comfortable vessel features shaded decks and open-air viewing areas, perfect for families, couples, and solo adventurers. With complimentary bottled water and knowledgeable crew members eager to share insights about local wildlife, every moment on this cruise is a chance to create unforgettable memories. - 1.5-hour dolphin cruise aboard a comfortable, stable vessel - Encounter wild dolphins, sea turtles, and more in their natural environment - Family-friendly experience with shaded decks and open-air areas - Complimentary bottled water provided; guests may bring snacks and drinks (no glass)

Dive into the crystal blue waters surrounding Destin, Florida on this group dolphin-spotting and snorkeling experience. Sail out to your captain and crew’s favorite spot to be in with a chance of spotting local wildlife from the deck before jumping into the water to swim for yourself. Kids are more than welcome to come along for the adventure.

Grab your swimsuit, a towel, some refreshments, and some friends, and cruise along the beach in style aboard this private pontoon charter! Check out popular Crab Island and relax in the shallow emerald waters, cruise around in search of marine life, or take a tour through Destin Harbor, it’s up to you! Your guide will handle all of the work of boating while you get to be on island time! This boat has amenities including a 72 qt cooler, bluetooth speaker, floating lily pad, Bote inflatable floats, and sand and water toys available for you to use!

Join dozens of other boats at this sandbar hangout between Destin Harbor and the Gulf of Mexico. Swim, snorkel, visit one of the many floating restaurants, or just relax and soak up the celebratory vibes. Be the envy of other boaters on this circular, tiki bar-themed vessel. Coolers are provided so you can bring your own drinks and snacks.

Set off on a unique pirate-themed boat cruise that travelers of all ages will enjoy. Depart Destin and sail the Emerald Coast while kids and kids at heart enjoy pirate-themed games and entertainment with everything from dancing to sword fighting to a treasure hunt. Adults can join in or relax with alcoholic beverages (to purchase) and enjoy the beautiful scenery.

Enjoy a 3-hour half day cruise to Crab Island in Destin on a tiki boat! Relax on the water, swim at the sandbar, and enjoy water games, floats, and cold drinks. This guided boat tour to Crab Island includes a licensed captain, cooler with ice, and all safety gear. Perfect for small groups, large groups and families. Book your Destin half day boat tour to Crab Island today!

Looking for a morning escape like no other? Hop aboard Soundside Cruiser for a snorkeling and dolphin tour that blends adventure, relaxation, and pure Gulf Coast magic! ️ Snorkel in crystal-clear waters teeming with marine life, from colorful fish to hidden treasures below. Then, sit back as we cruise alongside playful dolphins in their natural habitat—so close, you’ll feel like part of the pod! No crowds, no stress—just sunshine, salt air, and unforgettable moments on the water! Whether you're a thrill-seeker or just looking to unwind, this trip is your perfect blend of adventure and tranquility.

Whether you’re on vacation with the family or spring break with your college pals, make a splash in the balmy waters of Crab Island and bask in that glorious Floridian sunshine on board a spacious Corinthian Catamaran. Challenge your friends to a volleyball match, lounge around on a BOTE float, or see if you can spot sea turtles.

One of the top things to do in Destin is an evening fireworks cruise. Venture aboard for a relaxing and memorable cruise experience, cruising from Heron Harbor in Destin, FL. Every seat aboard the cruise gives you the best seat in the house to capture every moment of your fireworks cruise. The night sky will burst with colors during the vibrant Destin Harbor fireworks show. This is the best place to watch the fireworks over the Destin Harbor as you enjoy a private setting and unobstructed views from the water.

Set sail on a lively 3-hour Premium Tiki Boat trip to Crab Island in Destin, Florida, where adventure and relaxation await. This picturesque sandbar, with its shallow, knee-high waters, invites guests to disembark and enjoy the sun-drenched surroundings. As you wade into the crystal-clear, turquoise waters, you can enjoy soaking up the vibrant atmosphere filled with laughter and music. The sandbar is perfect for socializing, swimming, or simply lounging in the sun while surrounded by stunning views of the coastline. With the gentle sway of the tiki boat and the warmth of the Florida sun, this trip offers a delightful escape into paradise, creating lasting memories in this idyllic setting. ***Spacious restroom on board***

Seeing dolphins jumping gleefully from the water against the sunset has to be the perfect end to a day in sunny Florida. Set sail from Destin Harbour on a Catamaran-style boat and enjoy a front-row seat at the show while learning more about Choctawhatchee Bay’s various species of dolphin. Conclude the tour by watching the sky turn orange from beneath the famous harbor bridge.

Enjoy Crab Island away from the crowds with your loved ones on board this private pontoon, which is equipped with everything you need for fun in the sun: twin slides, cushioned seats for lounging, a bluetooth speaker and inflatables. It even comes with its own restroom—the only slide pontoon in Crab Island that does—to save pegging your nose in the beach cubicles.

Join us for a private pontoon cruise to Crab Island, one of Destin’s most famous attractions! This shallow, crystal clear sandbar is the perfect spot to float, play, relax, celebrate, and create long lasting memories with family & friends. We’ll take from 2 to 6 passengers, so you’ll have plenty of space to relax or have fun on our 22’ luxury pontoon boat, the Hopper. Captain Chuck will find the perfect spot to anchor (middle of the action or a little more chill — your choice, your vibe), so you can either kickback or party! Destin Bay Hopper has EVERYTHING covered at no extra cost: Floats, Bote Chairs, Lily Pad, Paddle Board, Basketball Hoop, Footballs, Frisbees, Water Blasters, Snorkel Masks, Crab Nets, Cooler/Ice, Water Bottles, & Bluetooth Speakers (for your playlist). Just bring the essentials: Drinks (BYOB, Food/Snacks, Towel & Sunscreen. Our trips depart from the East Dock in Destin, making access to Crab Island easy & convenient. *USCG licensed vessel & captain

Sit back, relax, and set sail for the sunset with this Destin, Florida boat tour. While you enjoy complimentary snacks and wine, your captain takes you to some of the most scenic spots on the water to watch the sun go down before showing you the lights of the harbor. Keep your eyes peeled for local marine wildlife, like sea turtles and dolphins, too.

Round up your loved ones and prepare for some carefree fun in the sun at Crab Island on a chartered boat. With somebody else doing the driving and setting up the floats, you’re free to spend the time however you wish–sunbathing on deck, floating your troubles away on a lilypad, or making a splash in the infamous turquoise shallows.

Go for a thrilling ride high above the Florida coast and see Destin from the sky with this small-group parasailing experience. Bring one or two members of your family or friendship circle for the trip and fly together with the help of your sailing crew below. First-timers are more than welcome.

Round up your crew and make a splash in the crystalline shallows of Crab Island, Destin’s most popular outdoor attraction, without worrying about the logistics. This small-group chartered boat is equipped with everything you need for fun in the sun at Crab Island with a Bluetooth stereo on board, a cool box and cups for your drinks and snacks, and floats, six floating chairs, and two 11' paddleboards at your disposal.