Pensacola is a city that truly shines when viewed from the water or explored through its stories, both spooky and historic. Whether you’re into spotting dolphins on a scenic cruise, learning about the city’s haunted past, or wandering through lively pubs, Pensacola offers an impressive variety of tours that fit different tastes and budgets. While some travelers love the chance to relax on a dolphin cruise, others might prefer uncovering ghostly secrets or hitting the town’s best bars. As fans of dolphin sightings and water-based adventures, we’re especially drawn to tours like the Pensacola Beach Jolly Dolphin Cruise and Scenic Bay Tour for its combination of educational fun and natural beauty.
What makes Pensacola stand out is its rich maritime environment and historic charm, which are perfectly showcased through these tours. The list below includes everything from family-friendly cruises and private boat rentals to ghostly explorations and downtown segway adventures—each offering a different way to see and experience the city.
1. Pensacola Beach Jolly Dolphin Cruise and Scenic Bay Tour
At number 1, the Pensacola Beach Jolly Dolphin Cruise is a standout for its mix of fun and education. This 1.5 to 2-hour cruise takes you aboard a fully shaded, 42-foot tritoon with cushioned seats and onboard restrooms, making it comfortable for families and water lovers alike. The captain and crew share insights about local wildlife and history, which makes your trip more than just a boat ride. You’ll likely see dolphins frolicking and possibly spot sea turtles, stingrays, and various shorebirds along the way. The tour is well-reviewed, with guests commenting on the knowledgeable crew and dolphin sightings—”Highly recommend,” says one reviewer. For those seeking a laid-back, scenic experience that combines wildlife watching with a bit of local history, this cruise hits the mark.
Bottom Line: Perfect for families and water enthusiasts, this cruise offers a relaxed, educational experience with ample opportunities for dolphin sightings and nature chat.
2. Frisky Mermaid Public Dolphin + Sightseeing Cruise Up to 49 Pax
Number 2 on our list, the Frisky Mermaid Dolphin and Scenic Bay Cruise is a lively, communal option, accommodating up to 49 passengers. It’s a great choice if you want to combine dolphin spotting with a broader tour of Pensacola Bay’s natural beauty. The 1.5 to 2-hour trip takes you past the Gulf Island National Seashore, a bird sanctuary, and into waters where dolphins are often jumping and surfing the wake. The captain shares fun “fin” facts about marine life, making it educational and entertaining. Guests rave about how many dolphins they see—”They were everywhere,” one reviewer says—and appreciate the helpful, humorous crew.
Bottom Line: Ideal for larger groups or families craving a fun, social boat ride with plenty of dolphin action and scenic views.
3. Frisky Mermaid Pontoon Boat Rentals in Pensacola Beach
If you prefer to go at your own pace, the Frisky Mermaid Pontoon Rentals lets you captain your own private boat for up to seven days. This is a flexible way to explore Pensacola’s coast, whether that’s snorkeling, fishing, or just relaxing at secluded beaches. For just $525 per group, you gain the freedom to set your schedule—perhaps stopping at a local restaurant or catching a glimpse of dolphins on your own terms. It’s a great value if you’re comfortable navigating on your own or want to customize your day. Guests mention the boat’s comfort and the ability to discover quiet spots away from crowds.
Bottom Line: Best suited for independent travelers or families who want a custom, self-directed water adventure with privacy and flexibility.
4. Ghosts and Graveyard Tour of Pensacola
For those intrigued by Pensacola’s haunted side, the Ghosts and Graveyard Tour makes the list. This 2-hour guided bus tour takes you through historic downtown, the Seville Quarter, and the cemetery, uncovering stories of hauntings, paranormal activity, and local legends. The tour runs in the evening, adding a spooky atmosphere that’s perfect for thrill-seekers. Guests note that the tour’s guide shares engaging stories and that the experience is both fun and slightly chilling—”Loved it! Leo was knowledgeable and engaging,” says a reviewer. It’s suitable for curious adults and older teens ready for a bit of a scare.
Bottom Line: A fun, spooky way to learn about Pensacola’s mysterious past, suitable for history buffs and ghost enthusiasts alike.
5. Hop-on Hop-off Tour in Pensacola
Number 5 is the Hop-on Hop-off Bus Tour, perfect for first-timers wanting a flexible overview of the city. Over roughly 2 hours, you can hop on and off at key spots like Joe Patti’s seafood market, Blue Wahoos Stadium, and Fort George. The narration provides insight into Pensacola’s highlights, and the ticket includes a guided tour of the oldest house and discounts at local attractions. Reviews suggest it’s a great way to combine sightseeing with a relaxed pace—”The tour was informative and very helpful,” one says. It’s ideal if you prefer skipping the rigid schedule and focusing on your interests.
Bottom Line: A practical way to get acquainted with Pensacola’s main sights at your own pace, especially for beginners or those with limited time.
6. 2hr Segway Tour of Downtown
Number 6, the Segway Tour of Downtown, offers a fun, active way to explore Pensacola’s core. For around $72, you’ll glide through historic streets, stopping at landmarks like Plaza De Luna and Old Christ Church. The tour is suitable for first-timers, with careful instruction provided, and offers a unique perspective—covering much more ground than a walking tour. Reviewers highlight the guide’s knowledge and the ease of riding, calling it a “blast” and a “great way to see the city.” It’s best for travelers curious about history but who prefer an interactive adventure.
Bottom Line: Ideal for active travelers who want a quick, enjoyable introduction to downtown Pensacola’s landmarks.
7. Private 3 Hour Powerboat Dolphin Cruise with Remote Beach Stop
Number 7, the Private Powerboat Dolphin Cruise offers an exclusive experience for up to six guests. This personalized tour covers Pensacola Bay, the Pensacola Pass, and Big Lagoon, with the option to stop at a remote beach. It’s perfect for families or friends seeking privacy and flexibility, with the captain sharing local insights. The boat features a restroom, shade, and a calm ride. Reviewers mention how Captain Paul made the day special and how they saw a lot of dolphins. The highlight is the private, customizable nature—ideal for those who want a tailored adventure away from crowds.
Bottom Line: Best for small groups or families wanting a personalized, relaxed day on the water with dolphin sightings.
8. Daily Dolphin Cruise + Sightseeing Tour on Pensacola Beach
This Daily Dolphin Cruise is a family favorite, lasting about 1.5 hours. The Island Queen takes you into Pensacola Bay for up-close views of playful dolphins in their natural habitat. Reviewers love how many dolphins they see and appreciate the friendly crew sharing fun facts. It’s a simple, affordable option—at just $35 per person—that’s perfect for a quick, memorable outing. If you’re traveling with kids or want a light, fun activity on the water, this cruise should be high on your list.
Bottom Line: An excellent, budget-friendly choice for families wanting a short, active encounter with dolphins.
9. 1hr Segway Tour Downtown
Number 9, the Downtown Segway Tour, packs a lot of sightseeing into a quick hour. Covering landmarks like Plaza De Luna and the Old Christ Church, this tour offers a practical way to see Pensacola’s historic core. The guides are praised for their friendly, informative style, making it accessible for first-timers. Reviewers mention how they enjoyed learning about the city’s history while riding a Segway—”Highly recommend,” says one. It’s a good option if you’re short on time but want a memorable overview.
Bottom Line: Perfect for a quick, fun introduction to downtown Pensacola for busy travelers or those new to Segways.
10. Party Bike Pub Crawl of Downtown Pensacola
Number 10 offers a lively way to see Pensacola’s nightlife—the Party Bike Pub Crawl. Over two hours, you pedal through the historic district aboard a 15-seat pedal trolley, with stops at local bars and pubs. The guided tour includes discounts on drinks and a chance to mingle with fellow travelers. Reviewers mention how fun and relaxed the atmosphere is, making it perfect for groups celebrating or just looking to enjoy Pensacola’s bar scene in style. An easy, social way to combine sightseeing with entertainment.
Bottom Line: Best suited for groups wanting a relaxed, social experience with drinks and a bit of exercise.
11. Walking Pub Tour
The Walking Pub Tour provides a laid-back way to explore Pensacola’s famous bars and historic squares. Starting at Perfect Plain Brewing Co., you’ll hop through five venues, enjoying discounts and local stories. The tour runs about 2.5 hours and is praised for its friendly guide and the chance to discover favorite local watering holes you might not find alone. It’s perfect if you love urban exploration combined with a drink or two. Reviewers appreciated how they learned local stories and enjoyed the VIP treatment at each stop.
Bottom Line: Ideal for those who want a relaxed, social evening sampling Pensacola’s best pubs and breweries.
12. Tiki Boat Sunset Cruise Tour
Number 12, the Tiki Boat Sunset Cruise is a charming way to enjoy Florida’s famous sunsets. For about 1.5 hours, you’ll cruise Little Sabine Lake and Santa Rosa Sound with a licensed captain, watching the sun dip below the horizon. Guests mention the peaceful, beautiful setting—”We had a wonderful time,” writes one reviewer—plus the casual vibe and the opportunity to bring your own drinks. This cruise is perfect for couples or small groups seeking a romantic, low-key evening on the water.
Bottom Line: A relaxed, scenic option for sunset lovers, couples, and those seeking a peaceful end to their day.
13. Spirits of Seville Pensacola’s Haunted History Tour with Meal
Number 13 is the Spirits of Seville Haunted History Tour. It combines a delicious lunch at Seville Quarter with stories of paranormal activity from one of the city’s most haunted locations. The tour lasts about 2 hours and includes ghost-hunting equipment, making it fun and a bit spooky. Reviewers say the guide provides engaging stories, and many enjoy the combination of food and ghost tales. It’s excellent for history and ghost fans who want a different kind of experience during the day.
Bottom Line: Great for those who want a mix of dining and ghostly stories, with an emphasis on Pensacola’s haunted nightlife.
14. Private Boat and Dolphin Watching in Florida
The Private Boat and Dolphin Watching tour offers a personalized, comfortable experience for small groups. Capable of lasting around 2 hours, the boat features shade, restrooms, and a fast ride. Travelers highlight how they saw abundant dolphins and enjoyed stopping on secluded beaches or islands. One reviewer notes, “We saw dolphins in the bay and the gulf,” and loved that the captain was friendly and flexible. This is a top choice if privacy, tailored routes, and dolphin sightings top your list.
Bottom Line: Perfect for families or small groups wanting a flexible, private marine adventure.
15. Bay Cruise
Number 15, the Bay Cruise, is a relaxed 1.5-hour trip around Little Sabine Bay and Santa Rosa Sound. It’s the ideal way to unwind and enjoy the water with your own captain, Bluetooth stereo, and inflatable floaties. Reviewers mention the calm atmosphere and friendly host—”The captain Andy was very nice and knowledgeable.” It’s an excellent option for those looking for a laid-back experience with the option to bring your own drinks and simply soak in the scenery.
Bottom Line: A quiet, easy-going cruise well-suited for those wanting to relax and enjoy the bay.
16. Learn to Surf – Pensacola Beach
Number 16, the Learn to Surf lesson, is an excellent choice for adventure seekers. For around $100, you get a 2-hour small-group lesson on Pensacola Beach, where instructors teach water safety, techniques, and ocean etiquette. Many reviews highlight how beginners were able to stand on their first try—“After 4 attempts, I was able to stand and finish the wave,” says one. It suits families, couples, or solo travelers eager to try something new and active, with the bonus of expert guidance to help you succeed.
Bottom Line: Perfect for beginners wanting a quick, supportive introduction to surfing with fun, tangible results.
How to Choose Your Ideal Tour
When selecting a tour, think about your interests, budget, and physical activity level. If you love wildlife and water, a dolphin cruise like the Pensacola Beach Jolly Dolphin Cruise offers a relaxed, educational experience. For a more personalized adventure, the Private Powerboat Dolphin Cruise provides tailor-made routes and intimate settings. History buffs or ghost hunters might prefer the Ghosts and Graveyard Tour, while lively groups can opt for the Party Bike Pub Crawl. Budget travelers will find the Daily Dolphin Cruise and Walking Pub Tour particularly appealing, offering fun without breaking the bank.
Consider the season—for example, summer offers prime dolphin viewing, while sunset cruises are best in the evening. Booking early is advisable for popular tours, especially during peak seasons.
In summary, Pensacola boasts a variety of tours suited for different interests and ages—from relaxing water cruises to exciting ghost hunts and active segway rides. For those seeking wildlife encounters, the dolphin tours are hard to beat, while history fans will appreciate the ghost and pub tours. We recommend booking early, especially for private or small-group experiences, to ensure you get your first choice. Whatever your style, Pensacola’s tours promise an engaging way to experience this lively Gulf Coast city.