Bay Cruise: Relaxing Family Adventure

Experience a relaxing and fun Condor Sailing Cruise. Perfect for all ages. Enjoy stunning bay views, explore the Condor, and spot dolphins.

Duration: 2 hours
Cancellation: 24 hours
Highlights
  • Fort Pickens National Park - Relax in comfy seats, with beautiful views of the Ft. Pickens National Seashore, while sitting on the sides and dangle your feet; or feel like you’re surfing or flying up on the bows, looking for dolphins, ray, and shorebirds.
  • 655 Pensacola Beach Blvd - Join Captain Kirk for the fun, relaxing experience of a…
What's Included
  • Snacks
  • Plenty of room below to store bags
What's Not Included
  • Limited parking at Marina. Free overflow parking lot is on other side of Aloha Wine & Liquor
  • Pets are not allowed on ticketed tours.
Additional Information

Ideal for all ages, from children to grandparents, and great for couples too! Always enjoyable, relaxing, and never crowded. Unwind in comfortable seats while taking in stunning views of the bay and National Seashore. Alternatively, explore the Condor: stroll around, strike the Titanic pose, sit on the sides and dip your feet in the water; experience…

Location
655 Pensacola Beach Blvd
Pensacola Beach Boulevard
Please meet Captain Kirk (long-sleeve yellow shirt) at the picnic tables, in front of the Pier One Marina. The Condor has a restroom; and there is one on 2nd floor of mustard yellow Marina building. See you soon!
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
4.8
(23 Ratings)
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1 star
Roam16683945162
Aug 25, 2025
Come Sail Away with Captain Kirk on the Condor - Upon returning to Pensacola Beach we wanted to try out a new activity. We have been on various boating excursions. As my husband has wanted to sail, I sought out charters and found Captain Kirk of the Condor sailing world. Seating is limited to 6, minimum of 4 per outing which makes for a very intimate experience. The Captain keeps safety in mind at all times, monitoring the updated weather forecasts, provides history of this watercraft, and allows customers to learn the ropes and help steer as he remains at the helm. Prices are competitive and worth every penny. Highly recommend Condor Sailing with Captain Kirk and look forward to taking another sail upon our return next year.
Review provided by Tripadvisor
Mary
Aug 20, 2025
Spectacular Sunset Cruise - My husband and I booked the sunset cruise. It was delightful, relaxing, and fun! We spotted so many dolphins; several swam close to the boat. The sailing was smooth; only one other couple was on it with us and Captain Kirk. It was the best sunset cruise ever! We will book again.
Review provided by Tripadvisor
Vr490
Aug 17, 2025
exceptional in every way! - One of the finest boats I've been on. Very well maintained and a very professional Captain. No complaints. Captain Kirk does a very nice job here. Keep up the great work! (Scotty: I'm givin' her all she's got Captain!)
Review provided by Tripadvisor
Elaineta5514fq
Aug 13, 2025
Perfect Ending to a Great Day - Captain Kirk moved us from the afternoon sail to the sunset due to weather and the sail was perfect. We saw and heard dolphins, and while the sunset had clouds, the colors were beautiful with soft pinks and corals. His sailboat was so smooth and he even let us sail. We took our granddaughter and both my husband and granddaughter thought it was the perfect ending to the day. I would do it again, it was wonderful.
Review provided by Tripadvisor
Lifeishortlivenow
Jul 31, 2025
BEST EXCUSION OF THE TRIP! - Captain Kirk runs a top notch experience! Everything was perfect. It was worth the money. He covers every detail and is so patient. It is hard to believe he has been doing this for years. He clearly loves his job. We all got to sail the boat and we saw lots of dolphin! Wear shorts and a light breezy top and adjustable hat. A swimsuit alone, would not have be appropriate on this classy voyage. Thanks Capt. Kirk! You run a class act, my friends were so impressed with our bougie adventure.
Review provided by Tripadvisor
Darlenepl5862aj
Jul 26, 2025
Condor Sailing Adventure is a must in Pensacola Fl - This was an amazing adventure. We took the sunset cruise. It was like we were sitting on the water, it was so smooth, no leaning. Captain Kirk was so wonderful. He took pictures for us, has drinks and snacks on the Condor. He is very friendly and great to talk with as well. This is a must do when you visit Pensacola Florida.
Review provided by Tripadvisor
Eric
Jul 25, 2025
Very relaxing cruise. - Very relaxing trip. The Dare II is an impressive sail boat. Very stable and rides great. Captain Kirk (no relation to James T.), but he did get my red shirt joke, is a very knowledgeable sailor, and explains the workings of the boat as he is going through the maneuvers. We had a great time. Unfortunately the weather didn't want to cooperate and we had to come back early, but we were reimbursed for the short trip. Highly recommend this cruise. My wife and I will definitely go back out the next time we are in Pensacola. Only six passengers, so it is not crowded, and you get to move around the boat and sit on the outer hulls. More expensive than the bigger ships where you have 40+ people, but this is more intimate, and you are closer to the action. Well worth the money.
Review provided by Tripadvisor
Brian
Jul 24, 2025
Missed due to weather, but good experience - Unfortunately, our cruise was canceled due to weather. However, we were more than satisfied with the level of communication Captain Kirk provided the day of our scheduled cruise. He clearly had the safety of the passengers in mind and kept us updated as our departure time approached on if we'd be able to depart and offered to book us on the next excursion the same day. Unfortunately the weather was not on our side and the 2nd tour was canceled due to weather also. Captain Kirk apologized and issued a full refund quickly after we canceled.
Review provided by Tripadvisor
Lbrxl
Jul 24, 2025
- A truly unforgettable experience! I highly recommend setting sail with Condor Sailing for an adventure in the bay. The vessel is not only stunning but incredibly comfortable. Captain Kirk is both knowledgeable and genuinely invested in creating a memorable experience for every guest. We learned about the art of sailing, spotted dolphins, and relaxed with cold drinks while enjoying the cool bay breeze. What stood out most was Captain Kirk’s commitment to safety. He made it clear that he does not sail in inclement weather—a refreshing contrast to businesses that sometimes prioritize profit over safety. I had four teenagers with me, and every single one of them had a fantastic time—no small feat! If you're in the area and looking for a fun, relaxing, and safe way to enjoy the water, Condor Sailing is the way to go. Thank you, Captain Kirk, for an exceptional day on the bay!
Review provided by Tripadvisor
Cory
Jul 15, 2025
Great family experience! - Really cool sailboat that made it smooth and comfortable on water. We were lucky enough to dolphins multiple times and even had one chase our boat for a bit. Captain Kirk was very accommodating and had some good advise on where to go in town. We made some great memories for the whole family!
Review provided by Tripadvisor
From $99
up to 6 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).