Find your perfect adventure
Destination
Experience
Trip dates

Gulf Shores-Orange Beach Sailing Charters

Best Match
Highest RatedMost PopularNew to TripShockPrice High to LowPrice Low to High
Private 2 Hour Sailing Adventure

Private 2 Hour Sailing Adventure

9 ratings
Duration2 Hrs.
Light Snacks Included!
Adventure through the coastal waterways of Orange Beach and Gulf Shores on this 2 Hour Family Fun Day Sail. Experience...
Great experience. Very relaxing. Captain Harold was great. Verizon friendly and courteous.
It was so relaxing and Captain Harold was so accommodating. Couldn’t have been any better!!
Great way to sit back and relax while Captain Harold sailed us around! Bonus: The Teens put their phones down for almost 2 hours
from $300
$275
per boat
2 Hour Private Sailing Sunset Escape

2 Hour Private Sailing Sunset Escape

28 ratings
Duration2 Hrs.
Climb on board a gorgeous sailboat for a 2 Hour Private Sunset Escape. Sail through the sparkling waters of Orange Beach...
What an amazing, memorable night! Thank you!!
Captain Harold was amazing! The whole trip was simply breathtaking and definitely a good first time experience. My husband and I enjoyed every minute of it! Definitely one of our top best dates so far! Would definitely recommend to anyone who had never experienced!
Captain Harold was knowledgeable and friendly! Ot was super relaxing and the views were pretty!
from
$350
per boat
Orange Beach Private Sailing Tour

Orange Beach Private Sailing Tour

1 rating
Duration2 - 5 Hrs.
Nothing but smooth sailing aboard this beautiful 52' Sailing Catamaran. A private sailing excursion allows you and your...
Our private sunset sail was perfect. The cruise was comfortable and smooth. There was plenty of room on board for my party of six to move freely. There were tables and chairs. We saw dolphins and birds. The captain let our children take turns steering the ship. The view of the sunset was so beautiful!! The captain and deckhand were friendly and helpful. I would definitely choose them again in the future. Thank you for a great experience for my birthday!
from
$550
per boat
Orange Beach Dolphin and Sailing Tour

Orange Beach Dolphin and Sailing Tour

37 ratings
Duration2 Hrs.
Nothing but smooth sailing on this Orange Beach Dolphin and Sailing Tour aboard a beautiful 52 foot catamaran. Enjoy...
The entire experience was great. I accidentally lost my can cooler and they swung around and picked it up.
The dolphin tour was amazing. Perfect weather. Very friendly hosts. The boat was beautiful and spacious and provided the perfect comfort! Will definitely be back!
We absolutely loved it. I have always wanted to ride in a sailboat and this could not have been a more enjoyable and relaxing sail. There were plenty of dolphins and he made a point to try to get as close as he could safely for us all to have a better view. Crew was amazing and the captain even let the little ones stir. I was great.
from $35
$27
Orange Beach Sunset Sailing Tour

Orange Beach Sunset Sailing Tour

264 ratings
Duration2 Hrs.
Nothing but smooth sailing on this Orange Beach Sunset Sailing Tour aboard a beautiful 52 foot catamaran. Enjoy your...
We had a wonderful trip. The other couples were friendly and we made a lot of new friends. The captain was very conscientious and the bartender was friendly and helpful. We will definitely book again and bring friends.
This Cruise was relaxing, fun, beautiful and enjoyable all in one!!! We Loved every minute!!!
My sister, who was my guest, is writing a review. Her name is Jane Martin. We both had a wonderful time. It was her birthday gift.
from
$50
This website uses cookies. Please visit our Privacy Policy to learn how we use cookies and how to control your cookie settings. By clicking or navigating this site you consent to our use of cookies.