Top Pensacola Cruises & Sailing

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

Hop aboard the Jolly Dolphin, a 42-foot (12.8-meter) shaded tritoon, and make your way out to sea with a captain and crew to help make your experience enjoyable and educational. As you glide along the waters, you'll learn about the natural environment and the creatures that call it home. You may even spot dolphins frolicking in the surf.

Spend your day relaxing in Pensacola Beach with this small-group bay cruise complete with your own dedicated captain. You’ll need very little to enjoy yourself on this sailing trip as your captain makes every effort to keep you happy. The full-range stereo, large ice chest, and electric pump can keep your floaties plump. Enjoy cruising on the Little Sabine Lake and Santa Rosa Sound.

Perfect for kids to grandparents, and perfect for couples! Always fun, relaxing, and uncrowded. Chill out in comfy seats, with beautiful views of the bay and National Seashore. Or explore the Condor: walk around, do the Titanic pose, sit on the sides and dangle your feet in the water; feel like you're surfing or flying up on the bows; or drive a world-class Condor!

Explore the beautiful waters on a clear kayak or glow kayak adventure that suits all ages. Experience stunning sunsets, encounter playful dolphins, or paddle under the stars on our night trips. These family-friendly excursions promise unforgettable moments and the perfect escape you’ve been looking for, whether you’re a seasoned adventurer or a first-time paddler. Enjoy the serene beauty of nature while making lasting memories with your loved ones.

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.

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.

Explore the stunning Navarre Beach with convenient jet ski rentals, launching directly from Juana’s Pagodas. Enjoy flexible rental durations of 30 minutes to 1 hour, perfect for both beginners and experienced riders. This self-guided adventure allows you to cruise along the beautiful shoreline at your own pace. Plus, with a quick check-in process and safety-focused operations, getting on the water has never been easier. - Rent a jet ski directly from the beach at Juana’s Pagodas - Choose between 30-minute and 1-hour rental options - Ideal for first-time riders and experienced enthusiasts - Valid ID and safety course required for drivers

Discover some of Pensacola’s deepest, darkest secrets on a guided, ghost-themed bus tour. This “frightseeing” tour explores the darker side of this waterfront city, one of the earliest European settlements in the US. Discover the five types of hauntings that are common in Pensacola. Visit the historic downtown district, plus the Seville Quarter, Sanders Beach, North Hill, and a cemetery, of course. This scary, fun and informative adventure is for mature audiences. Parental discretion is advised.

This tour can accommodate up to a maximum of 6 passengers, including infants. EVERY PERSON COUNTS. Not only will our Mermazing local Captain entertain you on your excursion offering interesting facts about historical sites and information while you cruise the bay, they will also provide information on all of our local marine & wildlife. Keep your eyes peeled for our favorite local dolphins and other marine and wildlife above and below the water at your 30 -45 minute snorkel stop. Fun music, good times and tan lines. You'll dolphinately have a FINtastic time. We provide adult size snorkel sets. You may also bring your own.

Fireworks on the water on Pensacola Beach. Lighted Boat Christmas Parade with Santa Zero proof Sober New Year's Eve Fireworks July 4th Fireworks End of Summer Fireworks

Dive into a unique adventure with our Inflatable Sandbar Excursion featuring cool motorized floats that do all the work for you while you sit back and relax. Explore a beautiful sandbar, a hidden gem known mostly to locals in Pensacola Beach. Our floats excursions offer more than comfort—they provide an extraordinary way to relax and create lasting memories. Join us for an exceptional beach experience that stands out from the rest! Choose the Cooler option and we will provide a cooler, ice, and drinks for you as well!

You will have a mer-mazing time on this 4 hour dolphin tour. Cruise through the waters around Pensacola Beach searching for dolphins and other marine and wildlife. MAKE SURE TO VIEW DETAILS ON YOUR TICKET - every passenger 1 day - 100 years old require a ticket. Your local Captain will entertain you on your excursion offering interesting facts, historical sites and information.

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.

Experience one of the most unique things to do in Pensacola Beach with this relaxing and fun paddle board yoga class on calm, crystal-clear waters. Perfect for beginners and experienced yogis alike, this floating yoga session combines gentle movement, balance, and mindfulness in a stunning coastal setting. Step onto your paddle board and flow through a guided yoga class led by certified local instructors. The natural movement of the water adds a light challenge to your balance while helping you stay present, focused, and fully immersed in the moment. No paddle boarding or yoga experience is needed—we provide everything and guide you every step of the way.

Ready for an amazing adventure? You'll enjoy this open-air vessel while cruising the bay searching for dolphins and other marine wildlife with our USCG Captain. This incredible tour includes beaching at a secluded beach for swimming, shelling, and fun. See local historical sites while learning about our beautiful area and amazing sea life. EVERY PERSON counts, including INFANTS. Maximum 6 passengers, no exceptions.

Indulge in a luxurious private yacht charter aboard the Mila Yenin, where elegance meets adventure. Cruise the stunning Pensacola Bay and intracoastal waterway, anchoring at a scenic spot while enjoying the thrill of the Blue Angels flying overhead. Perfect for relaxation, sunbathe on the bow or lounge with Captain Dan. Refreshments like water, sodas, ice and light snacks are included, ensuring a comfortable experience. - Embark at 9:00 AM for a one hour cruise to Sand Island - Experience breathtaking views and marine life on a 50’ yacht - Relax on board with complimentary refreshments - Watch a breathtaking display of speed, power and patriotism against the Gulf Coast sky as the Blues roar overhead in flawless formation and heart pounding precision - Depart Sand Island for a one hour return cruise to dock at 12:00 This tour can be customized to a four cruise that includes time in the water with floats and paddle boards. PLEASE SEE PICTURE OF SCHEDULE FOR DATES PRIOR TO BOOKING.

Make unforgettable memories looking for dolphins and wildlife in their natural habitat. Enjoy picturesque views, see the Gulf Islands National Seashore, the Pensacola Lighthouse and other sites along your expedition. This extended scenic bay & dolphin tour includes a dedicated snorkeling stop where you and your guests may exit the vessel to swim, snorkel and enjoy some sun. Your Captain will navigate to the manmade reef areas and disembark for a snorkeling stop, based on water conditions. You'll enjoy this open air vessel while cruising the bay searching for dolphins and other marine and wildlife with the USCG Captain. See local historical sites while learning about the beautiful area and the amazing sea life. EVERY PERSON counts, including INFANTS.

This is not just a lesson — it’s a carefully guided introduction to a completely new sensation: flying above the water.