Condor Sailing Adventures

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655 Pensacola Beach Blvd
Gulf Breeze, FL 32561
This is no ordinary sailboat cruise! Join Captain Kirk for the fun, relaxing experience of a lifetime aboard our world-class 40 ft. Condor racing trimaran, Dare II. Where No leaning = No seasickness. *Rare: only 21 Condors ever built! *Always uncrowded - max 6 guests *Comfy seats on spacious side decks *Fun for couples, families, grandparents! *Relax and dangle your feet in the water *Daily 2-Hour cruises at 11am, 2pm, & Sunset *Price: Daytime $95/person, Sunset $109/person *Kids 12/under are $25 off *Perfect for birthdays and anniversaries! *restroom onboard

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5.057 reviews
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Sarah Q.
9/8/2025

A must-do in Pensacola! I had always dreamed of riding on a sailboat and even driving one, and Captain Kirk let me experience both! From the start to the end of the journey, he was very...

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Freddy D.
8/13/2024

Clean ship and friendly captain. I was expecting to get a little more speed from the ship than we did. However, the people accompanying my friends and I seemed on the timid side, so perhaps Kirk...

Susan R.
10/31/2024

I was born and raised in Northwest Florida and have played and fished in our beautiful waters for almost 70 years. Never have I enjoyed a time out on our local waters, like I did aboard the...

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Connor F.
8/24/2024

Captain Kirk was friendly, knowledgeable, and a great captain. Definitely great for a few hours in the sun to keep cool and enjoy a beautiful day.

Monica S.
7/12/2024

We had an amazing trip with Capt Kirk on his super cool Condor racing sailboat watching the Blue Angels practice on Thursday. It couldn't have been any better! He is a great host and very helpful...

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