Top Destin Walking Tours

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.

A funky Destin experience, this tiki sunset cruise lets you sail across the waters on a BYOB tiki bar. Pack your favorite drinks—ice and coolers are provided—and relax as you sail out on calm waters aboard a vintage-inspired tiki boat. Catch the sunset, look out for dolphins, and admire Destin skyline views; you’ll end the day on a high note.

Head deep into the wilderness of the Florida Everglades and experience a small-group swamp walk led by a Master Naturalist. Start your trip with ease with hotel pickup and stop at sites along the way, including the Miccosukee Indian Village. After your swamp walk, take an hour-long boat trip through the Everglades National Park to see manatees, dolphins, and the many birds that thrive in Florida’s vast swamps.

From the haunted halls of the Imogene Theatre to the mysterious history of the Exchange Hotel, you’ll uncover the rich tapestry of Milton’s heritage. Known by locals as Hell-Town, Jernigans Landing, Scratch Ankle, and Hard Scrabble, this small town in Santa Rosa County holds centuries of secrets waiting to be explored! Your adventure will guide you through legendary sites like the Blackwater River State Park, quaint boutiques, and delicious eateries, showcasing the unique culture and deep-rooted history of this charming Southern town. Whether you're strolling through the historic downtown district or wandering along its scenic nature trails, Milton is a hidden gem in the Sunshine State, offering a blend of adventure, history, and Southern hospitality. Perfect for all ages! Bring your friends, family, and curiosity as you unravel the stories, solve challenges, and make unforgettable memories in one of Florida’s most enchanting towns.

Monticello’s homes and historic streets tell the story of a small Southern town’s journey from an optimistic frontier settlement to the Civil War. On this self-guided walking tour, you’ll follow the true story of Mary Adeline Walker and her husband William (central characters in the Palmetto Pioneers book series) through Monticello’s remarkably preserved historic district. The tour begins at the Jefferson County Courthouse Circle, the political and social heart of 1840s Monticello, where citizens first learned Florida had achieved statehood in 1845. As you walk, you’ll discover how Jefferson County became one of Florida’s political centers and how its position as one of the state’s largest slave-holding counties influenced its swift support for secession. Throughout the journey, you’ll learn how Monticello’s early settlers, nicknamed “Palmetto Pioneers“ for their South Carolina origins, transformed a Florida frontier outpost into a thriving cotton-shipping town.

⭐ Top-Rated Vacation Photoshoots 2025 We're not just photographers, we're storytellers capturing your holiday exactly as it feels. With over six years of experience photographing travellers around the world, our small team specialises in authentic, natural photography that truly reflects your trip. In Watercolor Beach, we combine creativity with local knowledge to show you hidden gems, secret angles, and the best light. You'll not only get beautiful, professional photos but also insider tips to make the most of your time here. We're proud to be recognised among the top-rated photography tours of 2025, trusted by travellers worldwide for our relaxed style and stunning results. --

Get out of your comfort zone and learn to surf on Okaloosa Island with a professional surf instructor. Start off with a land class to practice paddling technique and proper positions. Then, head to the water and try to catch a wave, all while your instructor is watching. This exciting adventure is great for beginners who want to experience the thrill of the ocean.

Cruise through Destin Harbor aboard a floating tiki bar on this one-of-a-kind sightseeing cruise. Enjoy great music and drinks of your choice with close friends while floating through the winding canals and waterways. Since this is a circular vessel, you can enjoy 360° views while you sail around. Your vessel is equipped with a cooler, ice, cups, and bottled water.

This private banana boat tour is a blast for kids and parents, too. Gather your group people and ride out on the Destin Harbor and Gulf of Mexico on a classic banana boat—a novelty boat that’s safe and fun to ride. This tour also includes an information session, making it a good pick for first-time riders.

Get ready for an exceptional photographic journey through the serene and beautiful destinations of Gulf Place, Santa Rosa, FL! We're prepared to guide you on a leisurely expedition of this picturesque coastal community, highlighting the most photogenic beaches, local art scenes, and natural landscapes that Gulf Place has to offer, while revealing hidden gems that many travelers may overlook. In addition to our professional photography services, we're thrilled to share insider tips and tricks to enhance your holiday experience! Join us as we unveil the well-kept secrets and treasures of Gulf Place, Santa Rosa Beach, all while immortalizing those precious moments of your vacation. We're eagerly looking forward to meeting you and embarking on this unforgettable adventure together!