Fort Walton Beach-Okaloosa Island Sailing Charters

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Private Catamaran Sailing Charter in the Choctawhatchee Bay

105 ratings

Are you ready to sail away and enjoy the stunning waters around the Emerald Coast? If so, then here is your chance to...

Very nice people, very friendly .

We really enjoyed our day with Captain Karl and Dodi! They were very accommodating and helped us enjoy the day on the boat. They anchored so the guys could get in the water while the girls sunbathed on the deck! We would definitely do it again!

Captain Karl and Doti are a joy! We did not see dolphins but the sailing was awesome! Do not hesitate to book!

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$250

Destin Daytime Sailing Charter

11 ratings

2 Hrs.

Explore the Emerald Coast in style on the 45-foot Space Dancer. This stunning sailboat features a top deck, restrooms,...

Captain Chris and first mate Dawson were personable, funny and always in control. We did many fun things during our Destin trip, but I quizzed my three girls on the way back and they all agreed this trip was the best part of it. It did not hurt that we had a dolphin escort back to harbor.

It was a wonderful trip on a beautiful boat. The captain and his deck hand were super nice! Us and our children will never forget it. They were even so helpful and attentive to our kids.

My family and I had an amazing time!!! The boat was gorgeous and we even got to see some dolphins. Definitely would do it again in a heartbeat. Thank you guys for the great experience!!!

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$330

Private Destin Sunset Sailing Cruise

21 ratings

2 Hrs.

Don't miss a stunning cotton candy sunset on the water in Destin, Florida. ...

Tracy & Ladd with Sailing Moby Adventures were wonderful people! I highly recommend the sunset cruise. It was very relaxing and peaceful for my family. We enjoyed the night watching the dolphins, enjoying the beautiful scenery, and ending the night with an amazing sunset.Will do it again!

Ladd & Tracy were so nice & made the trip special. Our sailing experience was what we hoped to experience & it did just that. Our teenagers enjoyed it as well! Also ... thankful to Masumi for helping book this as she was so helpful answering all of my questions & selecting which one would best fit what we were looking for.

We did the sunset cruise and it was so fun. Ladd and Tracy were greats hosts. We relaxed, they helped us reel in some fish, we followed dolphins, they took photos and the sunset was gorgeous. Really great experience. Would definitely recommend.

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$325

Private Destin Harbor Fireworks Charter

New to TripShock

1 Hr.

Watch the glittering fireworks sparkle over the Destin Harbor aboard a 45-foot sailboat. This is an ideal way to enjoy a...

New to TripShock

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$300

Private Sailing Adventure (6 Person) Departing from the Destin Harbor

54 ratings

2 Hrs.

INCLUDES UP TO 6 GUESTS!

Climb on board for an authentic sailing experience on this Private Sailing Tour in Destin. Voyage through the clear...

We saw dolphins, turned the motor off and sailed around the gulf. The captain was amazing and was very knowledgeable about the area. He was great to talk to and we learned a lot about the surrounding area. The whole family said it was the most fun they had in Destin. I highly recommend taking the time for a relaxing sail.

Taylor and bailee were amazing! Answered all of our sea questions and made us feel very welcomed. Would definitely do it again with those two!!

Captain Harbor was awesome! Very knowledgeable. Wonderful experience. We saw lots of dolphins and 3 sharks!

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$275

Destin Sailing Cruise Aboard The Daniel Webster Clements

311 ratings

1.5 Hrs.

SPECIAL OFFER

Set sail aboard one of the very last schooners in the Destin Harbor, the Daniel Webster Clements! Enjoy aquamarine and...

We actually did not cruise on the Daniel Webster Clements, due to mechanical issues with the boat. We were moved to the Seaquest speedboat. It was a blast! We saw dolphins on our ride.

We had some difficulty finding parking but I called and let them know we were coming and they were extremely nice about it and made sure we were on that boat. We only to got to see two dolphins while we were out and we’re given a free boat cruise in return. Next time we come back to Destin, we will definitely do another trip thru AJ’s. They were all awesome from check in to the time we got off the boat.

We had an amazing time on the Daniel Webster! The crew was amazing!!!! We will recommend and do this excursion again.

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$35

Discover Destin Private 2 Hour Swim & Sail

6 ratings

2 Hrs.

Experience Destin like never before. Get up close and personal with everything the exciting Emerald Coast has to offer...

JD was awesome! We saw dolphins on the entire trip! So relaxing and exciting seeing all of them. Would definitely recommend!

I booked the private 2 hour tour with Captain JD. The sailing tour of the harbor was relaxing and unhurried, perfect for my 85 year old mother. Highly recommend for families, couples any age. Txs again

We enjoyed this private sailing charter. So cool to be in a sail boat. Relaxing and captain JD was awesome.

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$325

Private Destin Dolphin, Sailing & Snorkel Charter (for up to 6 guests)

11 ratings

3 Hrs.

Don't miss an exciting day on the water in Destin, Florida. Set sail on a 35 foot catamaran cruise and enjoy the fresh...

They knew what they was doing we had a blast

Our three hour tour was everything we expected and also what we had hoped for! We would highly recommend Moby sailing as well as captain Lad and captain Tracy to anybody. They will accommodate you if you want ease and relaxation or try to give a bit of adventure.

This excursion was absolutely wonderful! Tracy and Ladd were so friendly and gave us the best experience. We saw dolphins and got to snorkel. They were knowledgeable and answered our numerous questions. Definitely worth it!

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$400

Discover Destin Private 3 Hour Swim & Sail

34 ratings

3 Hrs.

Experience Destin like never before. Get up close and personal with everything the exciting Emerald Coast has to offer...

JD is a true professional. Knowledgeable, fun and hilarious. Highly recommend.

Myself, my wife, and my two daughters all had a great time with JD on the Vitamin Sea. He has tremendous knowledge of the area and was more than happy to make suggestions but ultimately take us where we wanted to go. We could not have been more pleased and we will be calling JD this time next year! Ask him about his past jobs, he’s an interesting guy...

This was our first time in Destin and I wanted to surprise my boyfriend and do something different. Despite the fact I'm actually afraid of sailing. JD was super chill and patient with me and made us laugh the whole time. He let's you listen to whatever you want, eat snacks, snorkeling, swim,see dolphins, sharks, and even touched the Gulf. The view and experience on his boat was something I will always treasure forever. I'm just blessed we were able to have the experience. Thanks JD.

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$400

Destin Sunset Sailing Cruise Aboard The Daniel Webster Clements

31 ratings

2 Hrs.

SPECIAL OFFER

Set sail aboard one of the very last schooners in the Destin Harbor, the Daniel Webster Clements! Enjoy aquamarine and...

Me and my girls had a blast!

Went with Husbanf, son and best friend. Checked off one on the bucket list. Thank you!!

This has definitely been the best experience since we arrived in Florida. The Daniel Webster Clements is a gorgeous 40ft schooner. It wasn’t overcrowded like we saw a lot of other boats. The crew were super friendly and knowledgeable. We saw so many dolphins, and the sunset on the water was absolutely breathtaking. We might need to do this again before we head home, and will definitely take another sail the next time we’re in Florida. Thank you so much to the crew who gave us a such a wonderful and memorable first night in Florida.

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$45

2 Hour Destin Sunset Cruise (for up to 6 guests)

If you are looking for a relaxing way to end your day, this Destin Sunset Cruise for 6 is the perfect match for you!...

Destin Dolphin & Sailing Charter (for up to 6 passengers)

Climb aboard your very own Destin Dolphin & Sailing Charter and enjoy a day out on the sapphire-blue waters of Destin,...

2 Hour Sunset Sailing Charter

Take a relaxing, leisurely cruise through the emerald waters of Destin, Florida and see the local sights, feel the warm...

Champagne Brunch Cruise

Want to add little sweet and savory to your vacation? This private champagne brunch experience is perfect for those who...

1 Hour Evening Sailing Charter

Sail into an unforgettable evening in Destin, Florida while sipping on your favorite beverage, snacking on delicious...