Top Pensacola Private Sightseeing Tours

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.

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.

Experience the exclusivity of your own boat on a 6-hour private fishing trip in Pensacola. With space for up to six passengers, the tour is perfect for all ages and experience levels. Enjoy personalized advice from your captain on casting and selecting gear. Use complimentary tackle and poles to catch tripletail, flounder, redfish, and even sharks.

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.

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.

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.

Explore Pensacola Bay by boat with this private, scenic tour focused on local wildlife including dolphins. Set out to see the Gulf Islands National Seashore and enjoy optional swimming and snorkeling. Keep an eye out for dolphins and other marine life throughout the tour. The itinerary can be customized and you’re welcome to bring a personal cooler on board.

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.

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.

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.

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.