sailboat cruise pensacola fl

Condor Sailing Adventures

For adventure and romance Cruise the waters of Pensacola with your own Captain Kirk

KIDS 12 AND UNDER, $25 OFF!

THE EXPERIENCE OF A LIFETIME!

WHERE NO LEANING = NO SEASICKNESS

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

• 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!!!!!”
• Read reviews
• Write a review

Click to Watch Condor Flying and Surfing!

Unique to our Condor! You can’t do anything like this on regular sailboats/dolphin cruise boats.

Meet the Captain

Join Captain Kirk aboard his beloved Condor, Dare II, where everyone boldly goes on a memorable adventure!

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… ”

FULL 2024 PENSACOLA BEACH DOLPHIN CRUISE, SNORKELING, AND SAILING SCHEDULE AVAILABLE! BOOK ONLINE!

Sailing Tours in Pensacola Beach

• User All ages
• Clock 2-4 hours

Jolly Mon Sailing Tours

A day or sunset sail is the best way to relax on Pensacola Bay. Treat yourself to a unique sailing experience at Pensacola Beach, featuring steady afternoon sea-breezes, smooth sailing, no worries, and Jollification!

Discover Pensacola with our exclusive cruises. Choose the 2-hour sunset cruise for stunning views, a charcuterie board, and sparkling wine, or enjoy the 90-minute brunch cruise with seasonal fruit and fresh-squeezed OJ mimosas. Experience the best of Pensacola on your perfect cruise.

Sail on the Infinity - Blackwater Voyages

Learn More »

Sailing catamaran cruises on Pensacola Bay

Boat tours, boat rentals

Plenty of space to stretch out! Limited to 6 passengers per trip (not including crew)

Smooth stable catamaran ride wont make you seasick ..or make you spill your frosty beverage!

Free snacks and beverages with coolers full of ice, water, sodas and snacks to munch on.

Please feel free to bring any food or drink you wish. Coolers and refrigeration are available.

A knowledgeable USCG Licensed Captain

All required safety equipment (Lifejackets, flares, etc)

Private day sailing cruises available (up to 6 passengers)

(305)417-9957 [email protected]

Seas the  Day!

Sailing season in pensacola is here, book a tour now, 2hr day sail.

up to 6 guest

2 Hour Day Sail

Book a 2 hour private charte r or public day charter and enjoy the day sailing in beautiful Pensacola Bay!

Child ( up to age 10 )

Private ( 6 guest max )

ISLAND SAIL

Blue Angels Practice Tour

Book an exciting 2 hour Blue Angels Practice Sailing Tour on Pensacola Bay!

child (up to age 10)

private (6 guests max)

SUNSET SAIL

2 Hour Sunset Sail

Book a 2 hour private or public sunset sailing tour and watch an amazing sunset on beautiful Pensacola Bay!

4th of July Fireworks

Book a private half day, 4 hour, 4th of July Fireworks Cruise on Pensacola Bay!

fhalf day/ 4 hour

8 Hour Island Adventure

Book a private full day, 8 hour, adventure to Ft. McCrae and spend the day sailing and playing on a beautiful remote beach!

full day/ 8 hour

Blue Angels Air Show

Book a private full day, 8 hour, Blue Angels Air Show Cruise and see the blues from the water!

Sailing  with Peace Sailboat Charters in Pensacola, Florida

Smooth stable catamaran ride that won't make you seasick, or make you spill your frosty beverage!

Plenty of space to stretch out! Limited to 6 passengers per trip (not including crew).

Refreshments are provided: ice cold water and sodas free!

Feel free to bring any food or drinks you wish.  Adult beverages are allowed.

"What a great way to see the bay...

Rhett and the crew were knowledgeable and friendly. The snacks and drinks were on point, and we couldn't have asked for a better, more relaxing way to wrap up our vacation. Highly recommend you check them out!"

-  Greg Wallace

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