Top Pensacola Private and Luxury

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.

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.

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!

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.

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.

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.

Join us on a thrilling journey through Pensacola's haunted past with our entertaining walking ghost tour. Led by experienced local tour guides, you'll explore multiple haunted and historic locations. Discover the chilling tales of tortured prisoners, Victorian murders, and deadly diseases that have left their mark on Flag City. As you walk along the haunted streets, you'll uncover the casualties of the past and witness the lingering spirits that still roam the area. Our tours begin at 8 PM and cover a mile of haunted and historic Pensacola real estate. You'll have the opportunity to see and hear stories about iconic places such as the Saenger Theatre, Baptist Medical Group, and Seville Quarter. Join us for a unique and exciting look at the dark, spooky side of Pensacola!

Pensacola’s history is deep—but beneath its charm lies a legacy of frontier violence and forgotten trials. Forget theatrical ghost lore. The Sweet Tea Murders Walking Tour explores documented local crimes through the eyes of someone who investigated them for a living. Led by Michael Earl Simmons—retired 30-year Pensacola Police officer, homicide investigator, and author of 15 local crime and history books—this 70-minute walk unpacks five authentic killings, including the 1833 assassination of Mayor Salvador Alba, maritime violence, and a mother's 1914 vengeance. • Meeting Spot: Starts and ends outside The Bodacious Olive (407 S. Palafox St). Arrive early to grab coffee or food inside! • Low-Mobility Route: Stroll just steps away to the flat perimeter of historic Plaza Ferdinand VII and back. Under one city block total—zero strenuous trekking and fully accessible. • Schedule: Saturdays at 4:00 PM. Reserve early; groups are kept small for live Q&A.

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.

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.

As you stroll through the historic streets of America's First Settlement, prepare to uncover the eerie tales and supernatural secrets that have lingered here for centuries. From ghostly apparitions to unexplained phenomena, Pensacola's rich past has given rise to countless spine-chilling stories. Go at your own pace, anytime. The tour plays automatically as you walk making it a hands free heads up spooky experience. The app includes a built in EMF reader you can use anytime, included. The tour is all outside. You can go anytime, 24/7/365. It does not enter any buildings :)

Climate controlled bus tour of Pensacola Beach and Fort Pickens. Board the bus and see the sights while a video entertains you talking about local attractions & sights, historical events and places as we casually cruise to Fort Pickens. There you will walk through history as you get a personal guided tour of this historically important fort. The script is written by a local historian and you'll get facts and stories that no one else can offer. Learn about the fort during the civil war, how the soldiers lived, important battles that happened there. See where Native American Chief Geronimo was living when he was kept prisoner there. The tour video continues from the fort back to the Visitors Center where you were picked up. Then set sail on a dolphin cruise!

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.

Experience the spooky side of Downtown Pensacola on a walking ghost tour that blends rich history with chilling tales of the paranormal. Beginning at the Pensacola Bay Brewery, we'll creep into the haunted past of the city’s historic district. Our journey takes us to Jefferson Street, where the walls of haunted museums whisper tales of long-forgotten souls. As we wander through the night, we’ll also stop by the most haunted bar in Pensacola—a place where spirits of all kinds linger. While this tour includes a drink, families are welcome as long as they note that the stories may be rated R, and other guests may be enjoying a drink or two along the way. This tour is perfect for those who enjoy a leisurely stroll—walking but at a relaxed pace, allowing you to fully soak in the spooky atmosphere. Whether you're a history buff, a paranormal enthusiast, or just looking for a unique night out, this ghost tour will leave you with unforgettable memories... and maybe a few goosebumps.

Embark on a thrilling adventure with a Back to the Future-themed self-guided tour and scavenger hunt. As they journey through time, participants will solve clues and complete challenges to unlock hidden secrets and unveil hidden treasures. So grab your hoverboard and flux capacitor, and get ready for a nostalgic trip down memory lane on this exciting Back to the Future-themed tour and scavenger hunt. Don't miss out on this fun-filled and thrilling experience to discover all that downtown Pensacola has to offer. -All ages are welcome

Dive into a festive adventure in downtown Pensacola with the Grinch vs. Santa Christmas Scavenger Hunt. Team up with family and friends to tackle clever clues and complete holiday-themed challenges while exploring the city’s charming spots. With themed props, interactive puzzles, and delicious treats from local candy stores, this self-paced scavenger hunt offers a delightful blend of competition and holiday spirit. Will you help Santa outsmart the Grinch and save Christmas?

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.

Stroll down Pensacola's historic Palafox St., named one of America's Great Streets in 2013. You'll be dining in four specially selected tasting destinations with a carefully curated menu of cuisine that represents Pensacola's current melting pot food scene. Your guide will treat you with tales of Pensacola's 450 year old history, tales of local buildings, and our community of chefs ranging from Food Network Stars and Michelin Star restaurant experience. Fresh, local seafood, Asian Fusion, tapas, it's all there for you.

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.

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.

Pensacola’s Seville Quarter restaurant is one of the city’s most haunted locations. Sit down to lunch and learn about the establishment’s eerie past from your ghost-hunting guide. Ghost hunting equipment is provided, or you can bring your own, to help identify paranormal spirits that may try to join your lunch.