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Fort Walton Beach-Okaloosa Island Sailing Charters

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

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

73 ratings
Duration2 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...
It was perfect! Capt. James and Matt were awesome!!
I booked the sailing trip for me and my best friend for her bachelorette party. We are such chill people, so being able to just drink our wine and relax as we sat at the front of the boat was amazing. The captain was so great, very funny, and very nice. He let us bring the sails down towards the end, and he gave us some recommendations on where to go and what to do in Destin. Hands down the best experience ever.
The sunset and dolphin cruise provided by our wonderful Captain Taylor and his first mate was the epitomy of our Florida vacation. The sails raised and billowed over the gulf waters as we were gifted with dolphin sightings, and sunset hues of oranges and purples along the horizon, simply breathtaking. We found ourselves just outside of a sailing race and learned terms and techniquies explained patiently for the Captain. The four of us will never forget this wonderful addition to our vacation on the panhandle of Florida and Captain Taylor provided us a relaxing and skillful sail on the 32' Westsail. I am enamoured with the beauty of the ocean, coastline and inlets of the Florida panhandle and hope to return soon. I'm about the views and experience, not the partyboats, tikihuts or blasters. Looking for an intimate experience, this is the answer. I'm excited to sail with them again next year.
from
$325
per boat
Destin Dolphin, Sailing & Snorkeling Charter (for up to 6 passengers)

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

5 ratings
Duration3 Hrs.
Climb aboard your very own Destin Dolphin, Sailing & Snorkeling Charter and enjoy a day out on the sapphire-blue waters...
My family was looking for a nice day on a private catamaran dolphins watching and snorkeling. We were lucky to find Capt. Bill and https://southerncountrysailing.com It was a perfect afternoon. Capt. Bill knew right where to see a lot of dolphins and take us snorkeling. My teenage boys and nine year old girl all said, “sailing, dolphin watching and snorkeling was their favorite part of the vacation”. We’ll be back to go fishing next time!
Captain was very nice! He took us where we wanted to go. Great with kids! Had a wonderful experience!
Our Captain was fantastic and his boat was exactly what we wanted…I highly recommend this particular captain and vessel. Great family experience with one of the best !
from
$400
Discover Destin Private 2 Hour Swim & Sail

Discover Destin Private 2 Hour Swim & Sail

13 ratings
Duration2 Hrs.
Experience Destin like never before. Get up close and personal with everything the exciting Emerald Coast has to offer...
Captain JD took us to see so many dolphins which swam beside his catamaran! It was a great up close n personal to see the dolphins in the ocean. We learned a lot from him so knowledgeable! Definitely would go again.
Captain JD showed us a great time! Kids had fun snorkeling catching fish and crabs in their nets. Loved seeing the dolphins too. Thanks for an awesome family experience!!
Captain J.D. was a perfect host! The boat was really nice and comfortable We took the two hour trip which was a great intro. Got to see dolphins closeup and snorkeling too Definitely will do it again !
from
$325
per boat
Private Destin Dolphin, Sailing & Snorkel Charter (for up to 6 guests)

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

11 ratings
Duration3 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!
from
$400
per boat
Discover Destin Private 3 Hour Swim & Sail

Discover Destin Private 3 Hour Swim & Sail

42 ratings
Duration3 Hrs.
Experience Destin like never before. Get up close and personal with everything the exciting Emerald Coast has to offer...
My family had a very good time going out on the Vitamin Sea with J. D. It was very fun to see dolphins and to sail in the Bay. J.D. is very knowledgeable and friendly. He made us feel very comfortable and was a great captain and host!
Our family loved this sailboat experience! J.D. was an excellent host with lots of knowledge and experience. There was a pod of dolphins the very first spot that he took us. We followed the pod for about 30 minutes with 10 or so dolphins, and then found a great place to relax, swim and snorkel. There is something very peaceful about being out on the water with wind in the sails verses loud motors! We have a wide range of personalities in our family, but this was a highlight of our Florida trip.
Captain J.D. was an awesome host on the boat, we were very well taken care of. He made the experience fun & pleasurable for our entire family esp my 3 young granddaughters. He interacted with them alot which they really enjoyed. He took us to some great places & we saw tons of dolphins. It was a great time.
from
$400
per boat
2 Hour Destin Sunset Cruise (for up to 6 guests)

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

30 ratings
Duration2 Hrs.
If you are looking for a relaxing way to end your day, this Destin Sunset Cruise for 6 is the perfect match for you!...
We had an amazing time! Captain Bill is a pleasure to be around and the ride was beautiful! Start to finish we were laughing and smiling and taking in every moment. I would recommend this to anyone interest in relaxing on the water.
Booked this as a surprise for the rest of my family on our family vacation, and everyone could not stop talking about how much they loved Captain Bill and the sunset cruise. Captain Bill went out of his way to ensure we had an unforgettable excursion, and went out of his way to make sure any accommodations or special requests were met. We saw an absolutely remarkable sunset, plenty of dolphins, and Captain Bill made it a night to remember!
Captain Bill was great. Had a wonderful time on our 30th anniversary. Thank you Sir. Rusty
from
$325
Destin Daytime Sailing Charter

Destin Daytime Sailing Charter

16 ratings
Duration2 Hrs.
Explore the Emerald Coast in style on the 45-foot Space Dancer. This stunning sailboat features a top deck, restrooms,...
We bad a great trip!!! Very good staff. No complaints at all.
We thoroughly enjoyed our morning cruise. Captain Chris was great, very personable and knowledgeable. Our teens were able to Bluetooth their music and even got to drive. We had dolphins swim along beside us. The whole experience was relaxing and enjoyable (and easy…from booking to finish). Highly recommend! We will definitely book with East Pass Sailing the next time we are at the beach.
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.
from
$330
Private Destin Sunset Sailing Cruise

Private Destin Sunset Sailing Cruise

22 ratings
Duration2 Hrs.
Don't miss a stunning cotton candy sunset on the water in Destin, Florida. ...
We had a nice peaceful cruise watching the sunset. Our captain and his mate were very friendly and accommodating.
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.
from
$325
per boat
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