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Top Pensacola Luxury Tours

Pensacola Beach Jolly Dolphin Cruise and Scenic Bay Tour
Likely to Sell Out
Likely to Sell Out

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...

90 to 120 minutesFree Cancellation
90 to 120 minutesFree Cancellation
90 to 120 minutes • Free Cancellation
5.0 (925)
$41
$40

Shared Dolphin Cruise in Pensacola Beach | Frisky Mermaid
Likely to Sell Out
Likely to Sell Out

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....

90 to 120 minutesFree Cancellation
90 to 120 minutesFree Cancellation
90 to 120 minutes • Free Cancellation
4.9 (617)
$35.99
$34.99

Hop-on Hop-off Tour in Pensacola

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....

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
4.6 (252)
from
$44

Ghosts and Graveyard Tour of Pensacola

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...

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
4.5 (273)
from
$42

Spirits of Seville Pensacola's Haunted History Tour with Meal

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,...

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
4.7 (97)
from
$55

Pensacola Beach Dolphin and Scenic Tour
Likely to Sell Out
Likely to Sell Out

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...

60 to 90 minutesFree Cancellation
60 to 90 minutesFree Cancellation
60 to 90 minutes • Free Cancellation
4.9 (153)
from
$37

Party Bike Pub Crawl of Downtown Pensacola

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...

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
4.7 (92)
from
$46.78

Tiki Boat 3 Hour Fun Cruise

This cruise is all about making incredible memories with your family and friends!! Picture this…you’re cruising through Little Sabine Bay, watching Osprey and Pelicans diving...

3 hours
3 hours
3 hours
4.8 (25)
from
$127.50

1hr Segway Tour Downtown

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...

1 hourFree Cancellation
1 hourFree Cancellation
1 hour • Free Cancellation
5.0 (29)
from
$62.49

Pensacola Ghost Tours: Perdition, Pirates, & Purgatory

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...

1 hourFree Cancellation
1 hourFree Cancellation
1 hour • Free Cancellation
4.2 (40)
from
$28

Pensacola's Famous Ghosts Smartphone Guided App Walking Tour

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...

50 to 60 minutesFree Cancellation
50 to 60 minutesFree Cancellation
50 to 60 minutes • Free Cancellation
4.5 (2)
from
$9.75

Bay Cruise
5.0 (15)

Bay Cruise

Make some lasting memories with a day cruise on the spectacular waters of Little Sabine Bay and Santa Rosa Sound! You may see Osprey and...

1 hour 30 minutes
1 hour 30 minutes
1 hour 30 minutes
5.0 (15)
from
$75

Pensacola Ghosts in the City: Haunted Walking Tour

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...

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
4.5 (23)
from
$34

Tiki Boat Sunset Cruise Tour
Likely to Sell Out
Likely to Sell Out

Sunset is the best time of day to be on the water and being on a tiki boat makes it extra fun and special!! Book...

1 hour 30 minutes
1 hour 30 minutes
1 hour 30 minutes
5.0 (22)
from
$95

2 Hour Private Dolphin Cruise & Bay Tour
Likely to Sell Out
Likely to Sell Out

Enjoy your own private adventure on the water for UP TO 6 GUESTS MAX. (Please note, we are limited to 6 people on this boat...

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
5.0 (20)
from
$385

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

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...

3 hoursFree Cancellation
3 hoursFree Cancellation
3 hours • Free Cancellation
4.9 (32)
from
$535

Frisky Mermaid Dolphin + Sightseeing Cruise in Pensacola Beach
Likely to Sell Out
Likely to Sell Out

Experience Pensacola Beach's most reviewed operator on a private small group dolphin and sightseeing cruise. With a maximum of six guests you get the full...

2 hours
2 hours
2 hours
5.0 (77)
from
$395

Private 3 Hour Sunset Cruise On A 50' Luxury Yacht With Captain
Likely to Sell Out
Likely to Sell Out

- This is a private cruise on a yacht with a USCG licensed Captain. - We have 2 restrooms and an air conditioned cabin with...

3 hoursFree Cancellation
3 hoursFree Cancellation
3 hours • Free Cancellation
5.0 (12)
from
$910

Frisky Mermaid Scenic Bay Cruise + Snorkeling Stop + Equipment
Likely to Sell Out
Likely to Sell Out

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...

2 hours
2 hours
2 hours
5.0 (10)
from
$395

Frisky Mermaid Dolphin Cruise with a Secluded Beach Stop
Likely to Sell Out
Likely to Sell Out

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...

3 hours
3 hours
3 hours
5.0 (13)
from
$535

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Cool Rewards

  • Cool Rewards is a loyalty program operated by Cool Destinations. Rewards may be earned by any eligible person holding a Cool Destinations account, subject to the Cool Destinations customer Terms of Use.

Earning rewards

  • Rewards can be earned by making bookings on the Cool Destinations website. You will be able to see the value of the rewards you can earn during the booking process.
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  • For bookings that are moved to a different travel date, the rewards will be redeemable after the amended travel date.
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