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    1. Local experiences/
    2. All experiences/
    3. Water Activities/
    4. Sailing

    Best results for Sailing in Pensacola, FL

    Showing 1-8 of 8 results
    Jolly Mon 2-Hour Sailing Adventure
    Sailing

    Jolly Mon 2-Hour Sailing Adventure

    Sail Pensacola Beach with up to 6 guests and enjoy complimentary beverages

    Sail Pensacola Beach with up to 6 guests and enjoy complimentary beverages
    5.0 • 1.9K reviews
    $120& up
    3-Hour Pensacola Beach Sailing Cruise With Swim Stop
    Sailing

    3-Hour Pensacola Beach Sailing Cruise With Swim Stop

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

    Sail Pensacola Bay with an optional swim stop on a 27-foot sailboat
    5.0 • 1.9K reviews
    $176/ person
    4-Hour Jolly Mon Sailing Adventure
    Sailing

    4-Hour Jolly Mon Sailing Adventure

    Sail Pensacola Bay with a licensed captain, with time to swim or snorkel and spot wildlife.

    Sail Pensacola Bay with a licensed captain, with time to swim or snorkel and spot wildlife.
    5.0 • 1.9K reviews
    $523
    Pensacola Beach Sunset Sail on the Jolly Mon
    Sailing

    Pensacola Beach Sunset Sail on the Jolly Mon

    Unwind on a 2-hour sail with cushioned seating, drinks, and chances to spot dolphins

    Unwind on a 2-hour sail with cushioned seating, drinks, and chances to spot dolphins
    5.0 • 1.9K reviews
    $120& up
    3.5-Hour Jolly Mon Sail and Snorkel Adventure
    Sailing

    3.5-Hour Jolly Mon Sail and Snorkel Adventure

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

    Sail Pensacola waters and snorkel shallow sites with gear, instruction, and a licensed captain
    5.0 • 1.9K reviews
    $501
    Cruise Pensacola Beach for Blue Angels Practice
    Sailing

    Cruise Pensacola Beach for Blue Angels Practice

    Sail to see the Blue Angels practice from the water (up to 6 guests)

    Sail to see the Blue Angels practice from the water (up to 6 guests)
    5.0 • 1.9K reviews
    $575
    Sail to Sand Island on a 7-Hour Pensacola Beach Cruise
    Sailing

    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

    Spend 7 hours sailing, swimming, and grilling on a private trip for up to 6
    5.0 • 1.9K reviews
    $773
    The Locals Island Charter
    Pensacola

    The Locals Island Charter

    Sail to a secluded beach near Fort McRee for swimming, paddleboarding, and lunch on a private 6-hour charter

    Sail to a secluded beach near Fort McRee for swimming, paddleboarding, and lunch on a private 6-hour charter
    5.0 • 16 reviews
    $1,344