Top Pensacola Likely To Sell Out

There are dolphin tours and then there’s the Frisky Mermaid: a boat tour that tempts you with a mer-mazing time on the water. Come aboard this boat for a scenic cruise around Pensacola Beach, either in the morning or evening. Depending on which time you choose, you may be able to see a variety of marine life in the waters such as fish, turtles, and dolphins. No matter when you sail, the Gulf breeze and warm sun accompany you.

This Downtown Pensacola Segway Tour is perfect for travelers who are short on time, but who still want to see the city. A guide takes you on a segway, so you don’t have to get tired from walking around and tells you about the city as you see places such as the Old Christ Church, Plaza De Luna Memorial Monument, and Plaza Ferdinand VII.

Ready to meet some dolphins? Hop aboard Chase-N-Fins for a fun, family-friendly dolphin cruise in Pensacola Beach where wild dolphins swim, jump, and surf right alongside the boat. Our local captains know these waters like home and take you straight to the action — which is why we guarantee dolphin sightings on every tour. Feel the salt air, soak up the views, and watch pods of Gulf Coast dolphins play just feet away. No big crowds or rushed rides — just a relaxed, personal boat tour with good vibes and unforgettable moments. ✨ Shade, restroom onboard, and plenty of photo ops included. If you’re looking for the best dolphin tour in Pensacola, come chase fins with us and experience the Gulf Coast the way it was meant to be. - 1.5-hour dolphin watching cruise on Pensacola Bay - Expert crew shares insights about local marine life - Family-friendly atmosphere suitable for all ages - Departure from Pensacola Beach Marina, ample open-deck space

Kayaking with a knowledgable, science-educating nature enthusiast is an unparalleled experience. Every tour is unique, we have a set starting point and destination but what wildlife and creatures we encounter is up to mother nature. Whether it be dolphins, sea turtles, pufferfish or horseshoe crabs our guides will answer questions and share something special about nature's marvels. We offer high quality, capable kayaks and gear, and an experienced guide so you can focus on enjoyment. When you cruise with us you will also learn about the storied history of Pensacola Bay, from native history to modern times, maybe even a sea monster tale! Just want to splash around or have a kayak race? Let's do it!

Explore downtown Pensacola without getting lost on this hop-on hop-off bus tour—a great choice for first-time visitors. Take as much time as you like at each stop and sightsee at your own pace. Your pass includes a guided tour of Pensacola’s oldest house and a self-guided tour of the old cemetery. Plus, enjoy commentary from your guide and over $100 worth of discounts at businesses and attractions along the route.

⭐ 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 Pensacola, 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.

This cruise is all about making incredible memories with your family and friends!! Picture this…you’re cruising through Little Sabine Bay, watching Osprey and Pelicans diving for fish, maybe even seeing a few Stingrays in the shallows, as you listen to music and enjoy your beverages. Then you head out into Santa Rosa Sound where you keep your eyes open for Dolphins – they’re thick out here! – and enjoy the scenery. You have a private licensed captain driving the tiki so you only have to worry and relaxing and enjoying your day. This cruise has options! You can stop at one of several sandbars and shallow areas to swim, float, or snorkel or you can check out one or more of our awesome beach bar/restaurants – Sneaky Tiki, Paradise Grill, Flounders, and more. You can hang out on water or land and listen to live music. You'll return back to dock salty and happy! Bring your own beverages & snacks or get refreshments at one of the great establishments along the route.

Receive personalized attention on a private powerboat tour of the Pensacola area. With your group of up to six passengers you’ll tour Pensacola Bay, the Pensacola Pass, and Big Lagoon in a comfortable vessel, the Jolly'Ventures. Stop at a remote beach where you can enjoy the peace and quiet, away from the crowds. A fun half-day excursion for the whole family.

Join this small-group Segway tour to explore downtown Pensacola with a guide and an intimate group. Listen to commentary from your guide and ask all the questions you like. You cover quite a bit of ground on your Segway–much more than you could on a walking tour. Stop for photos as you go to show your friends back home.

- This is a private cruise on a yacht with a USCG licensed Captain. - We have 2 restrooms and an air conditioned cabin with a flat screen TV. Avoid overcrowded excursions with this private, small-group (up to 6 passengers), sunset cruise on Pensacola Bay and the intracoastal waterway to include: viewing the Pensacola Pass, the Pensacola Lighthouse on NAS, Home of the Blue Angels, Sand Island and the Big Lagoon. As we head out from Bayou Grande in the late afternoon aboard our 50' yacht, your Captain shares details about the area's waterways. As we sail away from the shore and enjoy our local waters, you will take in all that our coastline has to offer. While sipping on a cold drink, we will chase the sunset and look out for dolphins playing in the wake before heading back in— it’s the perfect way to end your day and to make memories that will last a lifetime.

Captain your own private pontoon in Pensacola with this boat rental service. Choose a rental length of time that suits your schedule from one day to seven days, then explore at your leisure. Go cruising to check out marine life, get in the water for snorkeling, and dock at local restaurants. Recommendations are provided for fishing, picnics, where to keep an eye out for dolphins, and more.

Ready for a mermazing adventure? You'll enjoy this open air vessel while cruising the bay searching for dolphins and other marine and wildlife with our USCG Captain. This Frisky Stop includes beaching at a secluded beach for swimming, shelling and fun. See local historical sites while learning about our beautiful area and our amazing sea life. EVERY PERSON counts, including INFANTS.

Keep your eyes peeled for jumping dolphins on this private cruise and bay tour in Pensacola. Your captain takes care of navigating, so you can relax and search for wildlife. Besides the dolphins, pass the Pensacola Lighthouse and Maritime Museum, and the Fort Pickens Area, where you can take some photos and learn about Pensacola history.

Set sail on a luxury pontoon and experience the breathtaking beauty of Pensacola Beach like never before! Whether you're cruising along crystal-clear waters, relaxing on a secluded sandbar, or spotting dolphins in the Gulf, our top-rated pontoon rentals offer the perfect mix of adventure and relaxation. Easy-to-Drive, Spacious Pontoons – No captain needed! Our boats are designed for smooth sailing and ultimate comfort. Explore Sand Island & Beyond – Drop anchor at pristine beaches, swim in emerald waters, or enjoy a floating picnic with family and friends. Family & Dog-Friendly– Bring the whole crew, including your four-legged friends, for an unforgettable day on the water. Locally & Veteran-Owned– Experience true Southern hospitality from a team that knows and loves these waters. Don’t miss out on the best way to explore Pensacola Beach! Book your pontoon adventure today and create memories that will last a lifetime!

Learning to paddle board along Pensacola’s stunning Gulf Coast offers a refreshing blend of fun and fitness, perfect for all ages and skill levels. Glide across the crystal-clear waters while spotting ospreys, pelicans, herons, and other native wildlife. Each session includes a 15-minute land lesson followed by in-water coaching, ensuring a smooth ride for beginners and experienced paddlers alike. Capture the moment with our digital photo package, perfect for sharing on social media. Families can enjoy the experience together, with kids welcome to join while parents relax on the shore. Make your beach day memorable with this engaging outdoor activity.

This 2 hour sailing excursion may take place in Pensacola Bay, passing by areas of Sabine Island, Deer Point, Fair Point and Deadman's Island. We may also sail east under the Bob Sikes (Pensacola Beach) Bridge, exploring areas of Quietwater Beach and the Santa Rosa Sound. A small group atmosphere makes this tour so enjoyable. The Jolly Mon can accommodate parties of up to 6 guests maximum. Sailing is a unique experience and fun for all ages. This tour is great for families, couples, adventurers and seekers of relaxation alike! Guests can learn from the Captain about the area wildlife, history, and the art of sailing. Take the helm and learn to sail or just sit back and enjoy the sights and sounds. Once we leave the dock and motor through the channel, we set sail for a tranquil excursion. There is something special about traveling across the water with only the power of the wind. Every tour is different, but always such a fun and easygoing activity, so many lasting memories to be made!

Pedal to a series of Pensacola bars and pubs with a 2-hour, eco-friendly beer adventure on a 15-seat pedal trolley. Let a trained driver steer as you ride through the Pensacola historic district, with plenty of stops to try locally-made drinks along the way.

There’s nothing quite like watching the sunset from the Florida Panhandle, especially when you’re out on the emerald waters fed from the Gulf of Mexico. Take advantage of the wide open water and enjoy a relaxing sunset cruise leaving Pensacola Beach. A licensed USCG Captain will take you through Little Sabine Lake and the Santa Rosa Sound where you’ll watch the sun fade into the horizon.

Pensacola is a melting pot of cultures. Many different peoples call Pensacola home and its restaurants represent where current food culture resides. Visit five tasting destinations and enjoy a wide range of sweets. Southern pecan pralines, house made caramel. Asian fusion cakes and sweets and artisanal chocolates. Get your sweet tooth satisfied on this unique tour and stroll down Palafox St., one of the U.S.A.'s Top 10 streets to visit. Enjoy the history, and the sugar high.

The Best of Pensacola: Private Navy & Heritage Tour goes far beyond the standard sightseeing experience. From climbing the historic lighthouse and exploring the world-famous National Naval Aviation Museum to wandering the cobblestone streets of the Historic Village and shopping at Joe Patti’s bustling seafood market, this tour is designed to showcase every side of Pensacola — its military pride, cultural richness, and local flavor. Unlike larger group tours, this private journey moves at your pace, allowing you to linger at favorite stops, explore with your guide’s full attention, and truly connect with the city’s character. With a carefully curated itinerary that blends sweeping coastal views, hands-on history, vibrant art, and authentic Southern dining, guests experience Pensacola as few ever do — not just as visitors, but as insiders.