Top Pensacola Private and Luxury

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.

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.

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.

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!

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.

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 :)

Pink Flamingo Blue Angels Cruise Hop aboard the Pink Flamingo for one of the most unforgettable experiences on the Gulf Coast — watching the Blue Angels soar above Pensacola from the best seat in the house: the water. Enjoy smooth tiki‑style cruising, salty breezes, and unbeatable views of the team practicing right by the historic Pensacola Lighthouse. Bring your favorite drinks, relax into the island vibes, and get ready for the sky to rumble as the Blues fly overhead. It’s the perfect mix of adventure, sunshine, and pure CoastEase fun. BYOB — cooler and ice included Amazing views without the crowds Great for couples, families and groups Come cruise, cheer, and feel the thrill of the Blue Angels with us aboard the Pink Flamingo — a Pensacola must‑do.

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 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.

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.

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.

Discover downtown Pensacola, without having to put your drink down, on this fun, eco-friendly pedal trolley tour. Pedal to a series of bars and pubs in the historic district, with a driver to steer you as you ride. Enjoy plenty of stops to sample local drinks, from beers to cocktails (at your own expense), with discounts at select venues.

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

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.

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.

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.

Join the Haunted Pensacola Walking Ghost Tour, departing at 7:00 PM CST, as twilight fades and the city awakens under the moonlight. Guided by local experts and a real paranormal investigator from Second Sight TV, you’ll explore haunted streets where shadows stir and spirits linger. We offer more haunted and historic locations than any other tour. More Haunted Locations: Visit Seville Quarter, Seville Tower, 200 South Street, Saenger Theatre, Thiesen Building, Old Courthouse, Plaza Ferdinand VII Park, and more. Red Light District: Walk the haunted lanes where the spirits of women and children are said to roam. Murder Mystery Stories: Hear chilling tales of Pensacola’s notorious crimes and gruesome murders. Ghost Hunting: Use real ghost-hunting equipment provided at no extra charge. Glo Fun: Navigate the city’s darkest corners with eerie glow accessories. Listen closely… under the moonlight, the haunted streets and ancient walls whisper their secrets, daring you to believe.

Cruise the scenic Pensacola Bay aboard the Pink Flamingo tiki boat for a memorable 4-hour afternoon spent with friends and family. This private charter accommodates up to 18 guests and features comfortable seating, a full bar (BYOB), and a Bluetooth speaker to set the perfect vibe. As you glide through the waterways, watch for playful dolphins and enjoy the stunning views of hidden beaches and waterfront hotspots. This unforgettable experience is ideal for celebrations or simply relaxing on the water with good company. - Private tiki boat experience for up to 18 guests - Enjoy BYOB with a fully equipped bar and Bluetooth music - Relax on comfortable seating while cruising Pensacola Bay - Look out for dolphins and explore scenic waterfront locations

Visit Pensacola’s upscale North Hill neighborhood and discover its historic houses on this guided sightseeing tour. North Hill, a U.S. historic district, was established during the city’s prosperous lumber boom and continued to be developed over the next 100 years. As a result, it provides the most diverse selection of homes in the city. Follow a veteran realtor/guide on a tour of many of the noteworthy homes that define this area.

Celebrate Your Birthday with an Unforgettable Adventure! Embark on The Great Pensacola Birthday Quest!—a one-of-a-kind, interactive self-guided scavenger hunt through historic downtown Pensacola! Perfect for all ages, this thrilling adventure is packed with fun challenges, local treats, and surprises along the way. Whether you're celebrating a birthday or just looking for an exciting day out, this quest guarantees laughter, teamwork, and unforgettable memories! -Interactive Scavenger Hunt – Solve riddles, uncover clues, and complete fun challenges at iconic Pensacola locations. -Local Stops & Samples – Enjoy visits to popular spots with special birthday surprises and tasty samples. -Props – We provide fun birthday-themed props to make your quest festive! Let the birthday adventure begin! Get your Tickets Now

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.