This is not your ordinary, crowded, sailboat/dolphin cruise boat! Join Captain Kirk for the fun, relaxing experience of a lifetime aboard our incredible, world-class 40 ft. Condor racing trimaran, Dare II. We happily offer daily two-hour cruises at 11 a.m, 2 p.m, and sunset, plus our Blue Angels practice cruises. Sailing on beautiful, peaceful Pensacola Bay...

  • Huge Condor = roomy: 40 ft. long, 28 ft. wide
  • Rare: Only 21 Condors ever built!
  • Always uncrowded – max. 6 guests
  • Fun: Lots of room to explore!
  • Comfy seats on spacious side decks
  • Great for couples, families, and grandparents!
  • Relax & dangle your feet in the water

Watch Our Amazing Video!

We’ve made thousands of happy memories for everyone who’s come aboard...

...Here's what some of them have been
saying about us

Testimonials and reviews
"Incredibly stable" May 19, 2014 - A TripAdvisor Traveler Read 84 reviews of Condor Sailing Adventures
Condor Sailing Adventures
TripAdvisor Traveler Rating:
5.0 of 5 stars
Based on 84 traveler reviews
Most Recent Traveler Reviews:
  • May 19, 2014: “Incredibly stable”
  • May 14, 2014: “AMAZING Sunset Cruise”
  • May 6, 2014: “An Amazing experience!!”
  • May 5, 2014: “Awesome”
  • Apr 27, 2014: “Ahmazing!!!!!”
© 2014 TripAdvisor LLC

Pensacola Sailing & Pensacola Beach Sailing Tour,
Sunset Cruise, and Sailboat Charter

It's the adventure of a lifetime - and here's why.

  • Dare II is perfect for people who get seasick standing on a dock, who can’t swim, or who are pregnant. It's so smooth and relaxing, it’s like sitting beside the pool!
  • More relaxing: Literally stretch out in super-comfy seats, on the two spacious side-decks. Dangle your feet in the water. Sunbathe on the floats. Or drive a racing trimaran, and learn how to sail! Guests tell us that Dare II is more relaxing than a massage.
  • Gorgeous: People whip out cameras when Dare II sails into view. You get excited and happy just seeing her, knowing this is going to be an amazing, unforgettable experience that you’ll tell everyone about.
  • Easier boarding: 2 easy steps get you aboard, ready to plop into a super-comfy seat. Perfect for seniors with cranky hips and knees. Plus, Dare II has some handicapped access.
  • More fun and safer for kids: Kids are not stuck in a seat. Instead they have a huge amount of space to safely explore. They'll have a blast sitting on the sides, getting splashed, surfing and flying on the bows, driving, and watching for marine life. And any kids aged 12 or under get $25 off on any Two-Hour Cruise.
  • Uncrowded: No more than 6 guests max on each trip.
  • Peaceful: We sail on quiet, peaceful, protected Santa Rosa Sound and Pensacola Bay.

It all adds up to the experience of a lifetime. So skip the ordinary Pensacola sailing charter, and join us on our world-class Condor racing trimaran, for a fun, relaxing, adventure that you’ll fondly remember forever…