Find deals on 17 top-rated, price matched, things to do close to $500+ around Pensacola and beyond. Explore, compare, and book inspirational adventures for every type of trip and every type of traveler.

Private Boat And Dolphin Watching In Florida
Pensacola, Florida, United States
5.0 (12)
from $350
Dolphin Momma and baby . @Whitpics
Likely to sell out
Frisky Mermaid Dolphin + Scenic Bay Sightseeing Tour
Pensacola, Florida, United States
4.9 (57)
from $385
Likely to sell out
Much loved
2 Hour Private Dolphin Cruise & Bay Tour
Pensacola, Florida, United States
4.7 (19)
from $375
Pensacola Inshore Fishing Charters
Pensacola, Florida, United States
5.0 (1)
from $825
Snorkel in isolated areas
Frisky Mermaid Scenic Bay Cruise + Snorkeling Stop + Equipment
Pensacola, Florida, United States
5.0 (5)
from $385
Dolphins jumping and loving the clear water
Frisky Mermaid Dolphin Tour + Secluded Beach + Equip
Pensacola, Florida, United States
5.0 (7)
from $499
Historic Mobile And Bellinggrath Gardens Private Day Tour
Pensacola, Florida, United States
5.0 (2)
from $346
Shell at secluded beaches
Dolphin & Sightseeing Cruise + Beach Stop + Seashell Hunting
Pensacola, Florida, United States
5.0 (2)
from $545
Likely to sell out
2 Hours Private Guided Sailing Adventure In Pensacola Beach
Pensacola, Florida, United States
5.0 (2)
from $375
Journey of fun on the water with your family & friends.
Frisky Mermaid Pontoon Boat Rentals In Pensacola Beach
Pensacola, Florida, United States
5.0 (84)
from $525
Likely to sell out
Private 3 Hour Sunset Cruise On A 50' Luxury Yacht With Captain
Pensacola, Florida, United States
5.0 (6)
from $900
Much loved
Private 3 Hour Powerboat Dolphin Cruise With Remote Beach Stop Up To 6 Guests
Pensacola, Florida, United States
4.9 (25)
from $525
Pensacola Inshore Fishing Trip
Pensacola Inshore Fishing Trip (4hr)
Pensacola, Florida, United States
New
from $849
Pensacola International Airport (pns) To Destin, Fl - Roundtrip Private Transfer
Pensacola, Florida, United States
New
from $403
Half Day Pontoon Boat Rental
Pensacola, Florida, United States
New
from $299
Travel to a private island only reachable via boat. Swim, paddle board, hunt for shells or float on the lily pad and relax!
Private Luxury Yacht With Beach Stop And Swimming/paddle Boarding
Pensacola, Florida, United States
New
from $1,200
4 Hour Pensacola Beach Excursion With Snorkeling And Swimming
Pensacola, Florida, United States
New
from $649