Find your perfect adventure
Get $10
Destination
Experience
Trip dates
Explore
Wish List
Traveler Stories
Blog
LOCAL SUPPORT

Own a Based Fish Mafia NFT?

Save 10% on Your Booking

Fort Walton Beach-Okaloosa Island Sailing Charters

Best Match
Highest RatedMost PopularNew to TripShockPrice High to LowPrice Low to High
Destin Gulf Sailing Charter

Destin Gulf Sailing Charter

33 ratings
Duration2 Hrs.
Take a relaxing, leisurely cruise through the emerald waters of Destin, Florida and see the local sights on this Destin Gulf Sailing Charter. Choose a daytime sail or a sunset cruise, feel the warm Gulf breeze on your face, and watch the colors dancing in the sky at sunset. Keep your eyes peeled for wildlife including dolphins, turtles, and wild birds. Your captain will give you a personal narration of the local area and sailing instruction if you want. Don't forget to bring aboard your favorite beverages and snacks! Book your private charter today!
Read more
from
$350
per charter
Experience Today
6 Passenger Private Sailing Adventure departing from the Destin Harbor

6 Passenger Private Sailing Adventure departing from the Destin Harbor

83 ratings
Duration2 Hrs.
INCLUDES UP TO 6 GUESTS!
Climb aboard an authentic sailing cutter for an experience to remember on this Private Sailing Tour in Destin, Florida. Cut through the clear waters of Destin Harbor and along the stunning Emerald Coast spotting dolphins, sightseeing, and enjoying the warm salty breeze. An entertaining tour guide and sailing captain will teach you all about the history of the area as you explore. Put the wind in your sails and customize your private sailing tour today! Book now!
Read more
from
$325
per boat
Experience Tomorrow
Discover Destin Private 2 Hour Sail

Discover Destin Private 2 Hour Sail

14 ratings
Duration2 Hrs.
Experience Destin like never before. Get up close and personal with everything the exciting Emerald Coast has to offer with this Discover Destin Sail. Set out on this 30' Stiletto catamaran and soak up the rays and the sights around you as you cruise at your own pace. There are so many intriguing places to visit along the coastal beaches, places that cannot be reached by car. Nestled in these hidden treasures are places to explore and get an up-close look at fascinating aquatic life. Experience the amazing marine life and beautiful water. Don't miss the boat! Book today!
Read more
from
$300
per boat
Next Available:
Wednesday
Private Destin Dolphin, Sailing & Snorkel Charter (for up to 6 guests)

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

13 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 salt air around you as you and up to 5 of your closest friends or family members watch as the sun dances on the waves. Let your captain take the helm as you relax, take a dip, hang out at Crab Island, enjoy some snorkeling, and watch pods of dolphins play in the surf! Get an up-close look at fascinating aquatic life like hermit crabs, dolphins, and colorful shells. Maybe even catch a few fish as you troll fishing lures while sailing along if you like. Book your trip today and make some memories to last a lifetime.
Read more
from
$450
per boat
Next Available:
Thursday
Discover Destin Private 3 Hour Swim & Sail

Discover Destin Private 3 Hour Swim & Sail

46 ratings
Duration3 Hrs.
Experience Destin like never before. Get up close and personal with everything the exciting Emerald Coast has to offer with this Discover Destin Swim & Sail. Set out on this 30' Stiletto catamaran and soak up the rays and the sights around you as you cruise and snorkel at your own pace. There are so many intriguing places to visit along the coastal beaches, places that cannot be reached by car. Nestled in these hidden treasures are places to explore and get an up-close look at fascinating aquatic life like sand dollars, blue crabs, seagrass beds, and many beautiful types of fish and colorful shells. You may also see star fish, sea turtles, and dolphins. Sail and snorkeling charters offer a great way to experience the amazing marine life and beautiful water. Don't miss the boat! Book Today!
Read more
from
$450
per boat
Next Available:
Wednesday
Private Catamaran Sailing Charter in the Choctawhatchee Bay

Private Catamaran Sailing Charter in the Choctawhatchee Bay

118 ratings
Are you ready to sail away and enjoy the stunning waters around the Emerald Coast? If so, then here is your chance to get out on the Choctawhatchee Bay and cruise by those mesmerizing emeralds and aquamarines. This customizable chartered trip allows you to choose between dolphin watching, a leisurely sail, or a picturesque sunset cruise. Whatever trip you choose, the salty air and warm breezes are sure to melt away your worries. Book your charter today!
Read more
from
$270
per boat
Experience Today
2 Hour Destin Day Sail

2 Hour Destin Day Sail

1 rating
Duration2 Hrs.
Hop aboard your very own 2 Hour Destin Day Sail and enjoy some time out on the aquamarine waters of Destin, Florida. Cruise around on a Stiletto 30-foot catamaran and see the area like never before with the wind steering your path. Take in the sights of marine life and maybe even see a dolphin or two. Enjoy the sounds of the sea birds and feel the wind in your hair. Perfect for families, celebrations, or romantic engagements. Don't miss out, book your sailing charter today!
Read more
from
$330
per charter
Experience Today
loading

FREQUENTLY ASKED QUESTIONS

Are combination tours available?

How many people can sail at a time?

Is this a good activity for special events?

What should we bring with us?

What do you see on a Fort Walton Beach sailing charter?

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.