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Best results for

Sailing in Pensacola, FL

Showing 1-9 of 9 results
Sailing Cruise in Pensacola Beach for 2 Hours

Sailing Cruise in Pensacola Beach for 2 Hours

Set sail on a shaded 27-foot sailboat with drinks and Gulf Coast wildlife views

5.0 • 2.1K reviews
$121/ person
Hobie Cat Sailboat Rental Pensacola Beach

Hobie Cat Sailboat Rental Pensacola Beach

Take the helm of a Hobie sailboat on Pensacola Beach

4.7 • 640 reviews
$87/ boat
Pensacola Beach Sailing Cruise with Optional Swim Stop

Pensacola Beach Sailing Cruise with Optional Swim Stop

Sail Pensacola Bay with an optional swim stop on a 27-foot sailboat

5.0 • 2.1K reviews
$177/ person
Hobie Cat Sailboat Rental in Navarre Beach

Hobie Cat Sailboat Rental in Navarre Beach

Choose a catamaran that matches your sailing experience

4.1 • 68 reviews
$77/ boat
Private Sailing Charter with Snorkel Stop in Pensacola Beach

Private Sailing Charter with Snorkel Stop in Pensacola Beach

Sail Pensacola Bay with time to take the helm, swim, or snorkel

5.0 • 2.1K reviews
$528
Pensacola Beach Sunset Sail on a 27' Sailboat

Pensacola Beach Sunset Sail on a 27' Sailboat

Sail Pensacola Bay at sunset with hands-on sailing and coastal views

5.0 • 2.1K reviews
$121/ person
Blue Angels Practice Cruise in Pensacola Beach

Blue Angels Practice Cruise in Pensacola Beach

Watch Blue Angels practice from a sailboat on Pensacola Bay

5.0 • 2.1K reviews
$580
3.5-Hour Jolly Mon Sail and Snorkel Adventure

3.5-Hour Jolly Mon Sail and Snorkel Adventure

Sail Pensacola waters and snorkel shallow sites with gear, instruction, and a licensed captain

5.0 • 2.1K reviews
$501
Sail to Sand Island on a 7-Hour Pensacola Beach Cruise

Sail to Sand Island on a 7-Hour Pensacola Beach Cruise

Spend 7 hours sailing, swimming, and grilling on a private trip for up to 6

5.0 • 2.1K reviews
$773
Pensacola Things To Do
SailingFishing Charters129Boat Tours47Dolphin Watching34Boat Rentals23
More
  • Kayaking Tours19
  • Snorkeling13
  • Jet Skiing12
  • Scuba Diving12
  • Parasailing10
  • Private Fishing Charters10
  • Stand Up Paddle Boarding10
Bike Rentals
9
  • Scavenger Hunts7
  • Yacht Charters7
  • Equipment Rental5
  • Ghost and Haunted4
  • Sunrise and Sunset Tours4
  • Surfing Lessons4
  • Private Boat Charters3
  • Zip Lining3