Destin, Florida, is famous for its crystal-clear waters, white sandy beaches, and lively marine life, making it an ideal spot for sailing. What sets Destin apart is its diverse range of boating options—whether you’re after a quick snorkel trip, a romantic sunset cruise, or a private sailing adventure, there’s something here that will match your style. The gulf’s calm, warm waters and abundant marine life invite exploration, and with local captains who know these waters intimately, you’ll get an authentic experience.
Unlike typical touristy boat rides, many of these tours offer personalized experiences and unique features like snorkeling gear, dolphin watching, or even dinner on the water. Whether you’re a family looking for fun, a couple seeking romance, or a group of friends wanting adventure, Destin’s sailing tours deliver unforgettable moments.
Quick Overview
This list includes a variety of sailing adventures in Destin: from a private catamaran with snorkeling that emphasizes relaxation and exploring Crab Island, to a sunset dinner cruise perfect for a romantic evening. There’s also a 3-hour sailing tour focused on scenic sailing and dolphin sightings, and a Crab Island catamaran tour with dolphin watching designed for fun in the water. Finally, for those wanting a longer, private experience, a 5-hour private catamaran offers an extended day of sailing and exploration.
Now, let’s take a closer look at each of these top-rated options.
1. Destin Private Catamaran and Snorkeling Tour 3 or 4hrs
This private catamaran tour allows up to six people to enjoy a tailored experience out on Destin’s waters. The trip focuses on snorkeling at Crab Island, a favorite local spot known for shallow waters and lively marine life. The tour’s short duration—around 3 hours—means more time spent playing rather than traveling, making it ideal for families or groups wanting a quick, yet personalized outing.
What makes this tour stand out is the use of snorkeling equipment to explore the underwater world, along with the boat’s relaxing amenities like bean bag chairs and a cooler. You can bring your own food and drinks or purchase from Crab Island vendors, adding flexibility for your preferences. The captain, Kip, is praised for being attentive and knowledgeable, especially during weather challenges—like when a passing storm slowed the trip but didn’t spoil the fun.
This tour is perfect if you’re after a private, relaxed experience with plenty of opportunities for swimming, snorkeling, and lounging. The reviews highlight its personalized nature, with visitors noting how the boat just to themselves made all the difference.
Bottom Line: If you want a personalized, all-in-one trip with snorkeling and lounging, this private catamaran is a fantastic choice.
2. 3 Hour Sunset Dinner Cruise by Solaris Yacht in Miramar Beach
For a romantic sunset experience, the Sunset Dinner Cruise aboard the Solaris yacht offers a hassle-free way to enjoy Destin’s evening colors. The tour lasts about 3 hours and includes a multicourse dinner, entertainment, and the chance to purchase drinks from the bar. It’s a great option if you’re celebrating an anniversary or just want a special night on the water.
The easy-to-find meeting point at Miramar Beach makes it accessible, and once aboard, you’ll be shown to your private table. The menu options are varied enough to satisfy different tastes, and the crew earns praise for their professionalism and friendliness. As you drift along, keep your eyes peeled for dolphins, which are common in the area—adding a lively, natural element to the evening.
Guests rave about the atmosphere, with many describing the experience as “fantastic,” especially the chance to watch the sky turn from vibrant pinks to deep navy. The combination of good food, a relaxing setting, and the chance to see wildlife makes this a memorable choice.
Bottom Line: If a romantic dinner with scenic views sounds appealing, this sunset cruise offers excellent value and a special way to end a day in Destin.
3. Sailing Adventures 3-Hour Activity in Destin
This 3-hour sailing tour on the Stiletto Catamaran provides a more active sailing experience, harnessing the wind to glide through Destin’s calm waters. It’s perfect for those who want to see dolphins in their natural habitat while enjoying the thrill of sailing without any engine noise disrupting the peace.
Led by Captain Bill, who’s experienced and confident, the trip is praised for safety and the ability to customize the experience. During the sail, you might witness dolphins swimming alongside the hull—an awe-inspiring sight. The boat is well-maintained, and the focus on sailing offers an authentic feel compared to motorized tours.
This tour is best suited for travelers who want to learn about the area’s marine environment while actively participating in sailing. The reviews mention that the boat felt safe and comfortable, with guests feeling they had the perfect balance of adventure and relaxation.
Bottom Line: For a sailing-focused trip with dolphin sightings, this tour is an excellent choice for active travelers who want to connect with the water.
4. Destin: Crab Island Catamaran Tour with Dolphin Watching
Ideal for families or groups wanting a fun, relaxed cruise, this Crab Island tour features a 45-foot catamaran that takes you from Destin to the famous sandbar. The short dolphin cruise adds excitement, as you look for playful dolphins swimming in the wild.
Once at Crab Island, you’ll have plenty of time for water-based fun, thanks to included water floats and toys. The boat’s stability and modern design make it comfortable for all ages, and the licensed captain ensures a smooth ride. It’s a straightforward trip that combines wildlife viewing with water play in a lively, friendly atmosphere.
This tour is praised for its value, at just $65 per person, and suits those who want a short, activity-packed outing. The reviews highlight how the boat offers confidence, with the captain’s professionalism and the opportunity to relax and splash around.
Bottom Line: If you’re after a family-friendly outing with dolphin sightings and water toys, this tour delivers fun and value.
5. Private Catamaran: Snorkel, Swim and Dolphin Watching
For travelers seeking a more extended, private experience, this 5-hour catamaran trip offers a personalized tour with a passionate local sailor, Captain Kip. The focus is on exploration and relaxation, exploring some of the best spots in the area at your pace.
While the trip details are less specific, the emphasis on snorkeling, swimming, and dolphin watching makes it clear this is tailored for those who want an immersive day on the water. The duration allows plenty of time for multiple activities, lounging, and enjoying the scenery. This tour is perfect for small groups who value privacy and personalized attention.
With no reviews provided, it’s hard to gauge the exact experience, but the focus on a local captain sharing their passion promises an authentic, engaging trip. The longer length makes it ideal for travelers who want to maximize their time on the water.
Bottom Line: For a customizable, private trip with multiple activities, this tour offers a flexible and intimate option.
How to Choose
When selecting a sailing tour in Destin, consider your budget, preferred experience, and group size. If a private, snorkeling-focused adventure appeals, the Destin Private Catamaran offers exclusivity and comfort. For a romantic or special occasion evening, the Sunset Dinner Cruise combines scenic views with fine dining.
Those wanting active sailing and wildlife viewing should check out the Sailing Adventures, especially if dolphins excite you. For family fun with water toys, the Crab Island tour offers affordability and entertainment for all ages. Lastly, for a longer, more personalized experience, the Private Catamaran is best suited for those who want to craft their day.
Booking early is recommended, especially during peak season, to secure your preferred date and tour. Consider the best time for your trip—sunset cruises are most striking at dusk, while snorkeling and dolphin tours are excellent in the warmer months when marine activity peaks.
Final Thoughts
Whether you’re after a relaxing private cruise, a lively family outing, or a romantic sunset, Destin’s sailing experiences cater to many desires. The private catamaran and the sunset dinner cruise stand out for their intimacy and scenic appeal, while the dolphin and Crab Island trips excel in family fun and wildlife viewing.
For an authentic, flexible experience, don’t hesitate to book early—Destin’s waters fill up fast! Whatever your style, these tours ensure you’ll leave with stories to tell and memories to cherish.