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08/05/2021 ~ 08/08/2021
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Fort Walton Beach-Okaloosa Island Romantic Activities, Tours & Attractions

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Sunset Island Dinner for Two

Sunset Island Dinner for Two

New to TripShock
Duration2 Hrs.
If you are looking for something unique for just the two of you or celebrating an anniversary, proposing to your...

New to TripShock

from
$450
Harbor Lights Tiki Boat Cruise

Harbor Lights Tiki Boat Cruise

89 ratings
Duration1.5 Hrs.
Climb aboard the Tiki bar boat that floats for a fun and relaxing Harbor Lights Cruise through the Destin Harbor. A...
My friends and I had an awesome time on our Tiki Ride around the harbor. Bring your snacks and enjoy the ride. Ask for Kevin, he was the best Captain.
We had a blast on the tiki boat! Would definitely recommend!
We couldn't decide on the sunset or evening cruise, but I'm so glad we chose the evening cruise. Our captain was Hunter and he was great. He played chill tunes and we cruised around the harbor in the moonlight and he told us about some of the history of places we passed along the way. We had a wonderful cruise and are already planning on it the next time. This is a must do!
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$59
Private Yacht Charter (for up to 6 guests)

Private Yacht Charter (for up to 6 guests)

2 ratings
Duration4 - 8 Hrs.
Relax and throw your worries to the wind on this Private Yacht Charter. Board your very own personal 55 foot motor yacht...
This is a wonderful experience for all! Captain Dan and his wife Esther are gracious hosts on this beautiful boat! I highly recommend it if you are in Destin.
What a wonderful time me, my mom and 7 friends had on this beautiful boat! Esther and Captain Dan were perfect host and so much fun. We had everything we...
from
$1160
Destin Dolphin Sunset Cruise

Destin Dolphin Sunset Cruise

1 rating
Duration2 Hrs.
Hop aboard the famous pink pontoon for a memorable experience cruising through the waters of Destin, Florida as you...
Very professional and friendly. My family had a quick vacation planned to Destin. Unfortunately the day we booked the boat, there was a 90% chance of rain....
What a great experience! Michael, the captain of our pontoon, and his “first mate” Jennifer, took such good care of our entire family during our recent Dolphin Sunset Cruise. They were knowledgeable, kind and oh-so friendly. It actually felt as if we were touring the area with friends. We had a wonderful time.
from
$500
Okaloosa Island Sunset Eco-Dolphin Cruise

Okaloosa Island Sunset Eco-Dolphin Cruise

110 ratings
Duration1.5 Hrs.
Climb on board for a relaxing exploration of Destin Harbor and its playful inhabitants with this Okaloosa Island Sunset...
Fantastic Captain and Mate! Very enjoyable experience!
It was a laid back cruise and we were able to find a few dolphins. They are hard to spot at times but that adds to the excitement. The boat comes with a small bathroom. Food and drinks are sold as well. It’s a comfortable 1.5 hour experience.
We really enjoyed our cruise. It took us a bit to find them but when we finally did it was worth it. Our captain Daniel and first mate Maddie were wonderful as well. Would definitely recommend them
from
$26
Private Catamaran Sailing Charter in the Choctawhatchee Bay

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!
from
$250
Destin Daytime Sailing Charter

Destin Daytime Sailing Charter

11 ratings
Duration2 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!!!
from
$330
Private Crab Island Experience (for up to 6 Passengers)

Private Crab Island Experience (for up to 6 Passengers)

11 ratings
Duration4 - 6 Hrs.
Relax and leave your stress and troubles behind you on your own, private...
My 4 kids and I thought we were booking a snorkel & dolphin excursion but ended up getting a crab island one...The owners of the boat gave us the best of BOTH worlds!! They had snorkel equipment & knew a great spot to stop at before heading to crab island then getting the large mat out to play and hang out on. We even got to see a school of dolphins! They were the sweetest most helpful & knowledgeable people we have experienced with an awesome boat!!
Captain and his wife were awesome. They made us feel safe but still allowed us to really let our hair down and have a good time. This was the highlight of our girls trip!
We booked a chartered boat cruise to Crab Island as a last-minute excursion during our stay on 30A. Esther and her husband were absolute angels, going so far as to even print our parking pass when u told her we didn’t have access to a printer. She continuously served us drinks, took photos for us, and made sure we relaxed and having a great time. We are already planning another trip with Neptune for our next visit to 30A.
from
$540
Sandestin (Destin) Fine Dining Dinner and Dancing Cruise

Sandestin (Destin) Fine Dining Dinner and Dancing Cruise

474 ratings
Duration3 Hrs.
Get out on the water for dinner and enjoy the area's only fine dining entertainment yacht. This stately yacht features...
The experience was nice. The food was delicious and the drink was fabulous. The waitress was nice and the music was great. We enjoyed and will come again next time in town!
It was just exceptional ,we love it every minute,I lovely trip , delicious food ,music ,dance ,and fireworks
We had a great time!
from
$85
Private Destin Harbor Fireworks Charter

Private Destin Harbor Fireworks Charter

New to TripShock
Duration1 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

from
$300
Destin Sailing Cruise Aboard The Daniel Webster Clements
Set sail aboard one of the very last schooners in the Destin Harbor, the Daniel Webster Clements! Enjoy aquamarine and...
Dolphin & Sunset Cruise Aboard the SunVenture
Hop aboard the SunVenture and cruise around the Destin Harbor for a relaxing dolphin or sunset cruise. Search for...
Discover Destin Private 2 Hour Swim & Sail
Experience Destin like never before. Get up close and personal with everything the exciting Emerald Coast has to offer...
Private Gulf of Mexico Sunset Sail
Discover the relaxing beauty of an Emerald Coast sunset while sailing along on the gentle breeze. This Private Gulf of...
Private Destin Dolphin, Sailing & Snorkel Charter (for up to 6 guests)
Don't miss an exciting day on the water in Destin, Florida. Set sail on a 35 foot catamaran cruise and enjoy the fresh...
Discover Destin Private 3 Hour Swim & Sail
Experience Destin like never before. Get up close and personal with everything the exciting Emerald Coast has to offer...
Gulf Coast Beach Photography
Vendor specializes in casual and family beach photography. With full-service studios between Panama City Beach and Fort...
Crab Island Sandbar Adventure Tour
Climb on a floating tiki bar for a truly unique Crab Island sandbar adventure. Enjoy a seat at the bar as you journey...
Destin Harbor Sunset Tiki Cruise
If you are looking for a uniquely Destin experience, then this is the perfect activity. This Sunset Tiki Tour is ideal...
SUP Yoga Class
Deepen your practice and elevate your health with a SUP Yoga class in beautiful Destin, Florida. Invigorate yourself as...
7 Day Bicycle Rental
Adventure through the colorful and charming Destin area with this fun 7 Day Bicycle Rental. Pedal past the rush of the...
24 Hour Bicycle Rental
Adventure through the colorful and charming Destin area with this fun 24 Hour Bicycle Rental. Pedal past the rush of the...
3 Day Bicycle Rental
Adventure through the colorful and charming Destin area with this fun 3 Day Bicycle Rental. Pedal past the rush of the...
5 Day Stand Up Paddleboard Rental
Get out on the water and soak up the summer sun with this 5 Day Stand Up Paddleboard Rental. Paddle around and explore...
Stand Up Paddleboard Tour
Experience the fun of a Stand Up Paddleboard Tour. Take a chill and exciting journey through Destin Harbor as you glide...
8 Hour Stand Up Paddleboard Rental
Get out on the water and soak up the summer sun with this 8 Hour Stand Up Paddleboard Rental. Paddle around and explore...
4 Hour Stand Up Paddleboard Rental
Get out on the water and soak up the summer sun with this 4 Hour Stand Up Paddleboard Rental. Paddle around and explore...
TripShock Gift Card
Give the gift of lasting memories with a TripShock gift certificate! Let the recipient choose an adventure from top...
Destin Sunset Sailing Cruise Aboard The Daniel Webster Clements
Set sail aboard one of the very last schooners in the Destin Harbor, the Daniel Webster Clements! Enjoy aquamarine and...
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,...
Destin Harbor Private Sunset Cruise
Get out on the water and see a stunning sunset in Destin Harbor. Grab those nearest and dearest and experience a surreal...
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...
Destin Fireworks Cruise
Experience a guided cruise in Destin, Florida and watch the beautiful Harbor Fireworks that happens every Thursday night...
Harbor Sunset Cruise
Toast to another unforgettable night in Destin, Florida on this Harbor Sunset Cruise. See the sun fade into the horizon...
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...
4th of July Sunset & Fireworks Pontoon Rental with Gilligan's Watersports (12 Passenger)
Get ready for an exciting cruise on the glistening water around Destin, Florida with this 4th of July Sunset & Fireworks...
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