The 15 best things to do in Pensacola (2026)

The ranked list

1. 

   1. Shared Dolphin Cruise in Pensacola Beach | Frisky Mermaid

   Outty Ranking94

   Experience Pensacola Beach's most reviewed dolphin cruise aboard the 52-foot Frisky Mermaid — 3,000+ five-star reviews and a crew called the Disney of the Beach. Cruise 1.5 to 2 hours through the Santa Rosa Sound and Pen. 90+ Club at 94/100, 4.9/5 from 657 traveler reviews, 1.5h from $34, free cancellation, an Outty 90+ Club member.

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2. 

   2. Pensacola Beach Jolly Dolphin Cruise and Scenic Bay Tour

   Outty Ranking94

   Experience good times and Jollification aboard the Jolly Dolphin or the Jolly Explorer! Featuring Jolly Dolphin, Pensacola Beach's NEWEST dolphin boat. Both vessels feature full shade, comfortable padded seating, and a r. 90+ Club at 94/100, 4.9/5 from 985 traveler reviews, 1.5h from $39, free cancellation, an Outty 90+ Club member.

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3. 

   3. Pensacola Beach Dolphin and Scenic Tour

   Outty Ranking85

   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 l. Exceptional at 85/100, 4.9/5 from 239 traveler reviews, 1h from $35, free cancellation.

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4. 

   4. Party Bike Pub Crawl of Downtown Pensacola

   Outty Ranking77

   You and your crew pick the bars. We pedal you there. Climb aboard a 15-passenger pedal trolley and spend two hours bar-hopping through the heart of downtown Pensacola. BYOB — bring your own drinks, plug in your own play. Strongly Recommended at 77/100, 4.7/5 from 92 traveler reviews, 2h from $45, free cancellation.

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5. 

   5. Condor Sailing Fun, Relaxing Public Dolphin & Sightseeing Cruise

   Outty Ranking76

   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. Strongly Recommended at 76/100, 5.0/5 from 84 traveler reviews, 2h from $114, free cancellation.

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6. 

   6. Hop-on Hop-off Tour in Pensacola

   Outty Ranking75

   For the best introduction to Pensacola, try the Hop-on, Hop-off Tour. Fully narrated, this tour includes 13 stops for customers to explore areas of interest. This tour includes entrance to Historic Pensacola Village, its. Strongly Recommended at 75/100, 4.4/5 from 266 traveler reviews, 2h from $42, free cancellation.

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7. 

   7. Frisky Mermaid Pontoon Boat Rentals in Pensacola Beach

   Outty Ranking75

   Want to explore Pensacola's crystal-clear waters at your own pace? Rent a pontoon boat from Frisky Mermaid! Search for dolphins, discover secluded beaches only accessible by boat, explore hidden coves, and enjoy the free. Strongly Recommended at 75/100, 5.0/5 from 89 traveler reviews, 24h from $525.

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8. 

   8. Ghosts and Graveyard Tour of Pensacola

   Outty Ranking73

   Haunted houses, ghosts, spooky cemetery--get the ultimate, adult Halloween experience in Pensacola with Go Retro. This riding tour covers a wide area with stops in the Commercial Business District, Seville, Sanders Beach. Strongly Recommended at 73/100, 4.4/5 from 276 traveler reviews, 2h from $40, free cancellation.

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9. 

   9. Spirits of Seville Pensacola's Haunted History Tour with Meal

   Outty Ranking71

   Do YOU dare eat lunch or dinner in Pensacola's MOST HAUNTED and one of its oldest restaurants? Listen as your guide weaves tales of ghosts, debauchery, murder, mayhem, and paranormal activities of downtown Historic Pensa. Strongly Recommended at 71/100, 4.5/5 from 105 traveler reviews, 2h from $50, free cancellation.

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10. 

    10. Walking Pub Tour

    Outty Ranking70

    We visit five bars and get drink discounts on this walking history tour. It is Pensacola's original walking pub tour. Solid Choice at 70/100, 4.9/5 from 21 traveler reviews, 2.5h from $21, free cancellation.

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11. 

    11. 2hr Segway Tour of Downtown

    Outty Ranking69

    Pensacola's only segway tour of historic Downtown Pensacola. Cover anywhere from 5-7 miles and explore the first attempt at a European settlement in the United States. Solid Choice at 69/100, 4.8/5 from 48 traveler reviews, 2h from $80, free cancellation.

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12. 

    12. 1hr Segway Tour Downtown

    Outty Ranking67

    1hr Historical Segway tour of Downtown Pensacola. Not as much history told as on our 2hr tour and not as many stops. Routes may vary depending on tour guide. Solid Choice at 67/100, 5.0/5 from 29 traveler reviews, 1h from $57, free cancellation.

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13. 

    13. Walking Ghost Tour Pub Crawl - Boos with Booze

    Outty Ranking67

    We tell the stories that the tourist board doesn't typically highlight. The real stories of Pensacola, the gritty and violent included. Pensacola's version of drunk haunted history. Solid Choice at 67/100, 5.0/5 from 11 traveler reviews, 3h from $20, free cancellation.

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14. 

    14. Pensacola Beach Kayak Tour

    Outty Ranking67

    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 mo. Solid Choice at 67/100, 5.0/5 from 10 traveler reviews, 3h from $89, free cancellation.

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15. 

    15. Private 3 Hour Powerboat Dolphin Cruise with Remote Beach Stop up to 6 guests

    Outty Ranking66

    Enjoy your private boat for up to 6 passengers, with restroom aboard, full shade, and a friendly, informative Captain to show you around the Pensacola area by water. The remote beach stop is a favorite for all ages. The. Solid Choice at 66/100, 4.9/5 from 41 traveler reviews, 3h from $525, free cancellation.

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Traveler ratings are provided by Viator and Tripadvisor. The Outty Ranking is our own independent evaluation. How the ranking works.

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