Name: Private 2 Hour Sailing Adventure
Brand: TripShock
SKU: 2918
Price: 258 USD
Availability: InStock
Rating: 4.7222 (18 reviews)

Private Charters

Sailing

Adventure through the coastal waterways of Orange Beach and Gulf Shores on this Family Fun Day Sail. Experience the thrills of authentic sailing on a gorgeous sailboat as you learn some basics and try your hand at the helm. Relax with the breeze in your sails as you enjoy music and spot majestic dolphins. For the ultimate in a relaxing, sightseeing cruise cast off for a Fun Day Sail today! Book this amazing experience now!

Private 2 Hour Sailing Adventure

How to Redeem: Print this ticket or show the confirmation details from your mobile device for entry. Please have a valid photo ID available for verification.
Parking: Free parking is available on-site.
Departure Details: This tour departs from the Bear Point Harbor Marina located at 5749 Bay La Launch Ave, Orange Beach, AL 36561. Please arrive at least 15 minutes before departure and check-in at the dock store. Tour departs on time. If you plan on using a ride-share service, please book one day prior as there is a cab and ride-share shortage in the area. You are responsible for getting yourself to and from the marina. Any issues, please contact the provider, Back Bay Sailing Adventures, at 251-550-9774.
Gratuities: Although not required, it is customary to tip your captain.

Back Bay Sailing Adventures

18 Reviews of Private 2 Hour Sailing Adventure - TripShock!

Private 2 Hour Sailing Adventure

Customer must cancel 24 hours prior to the arrival date in order to receive a full refund. Cancellations received less than 24 hours prior to the arrival date will not be eligible for a refund. No shows will not be refunded.

Cancel or Reschedule 24 hours prior to arrival for FREE

Adventure through the coastal waterways of Orange Beach and Gulf Shores on this Family Fun Day Sail. Experience the...

Very fun Captain a real professional and knows his stuff. He went the extra mile to teach the sport. Felt very comfortable and safe. This was my first time on a sailboat and now have a better appreciation for this sport. Hope to have a sailboat of my own someday..

2 Hour Private Sailboat Ride

This is our third sailing adventure with Captain Harold.  Our family looks forward to it every year.  We highly recommend it,

Great sail

My friends and I took my brothers ashes out to be scattered.  I cannot begin tell you how great Captain Harold was and how respectful.  When we got to the spot Captain Harold brought John’s urn to me, then he went to the back of the boat and let me and my friends say our final good-bye.  

As for Tripshock they also went above and beyond.  I was having trouble finding someone to take me out with the ashes.  Tripshock’s representative made calls herself and found me Captain Harold, when she found CH she called me back.  I cannot come up with the words to thank everyone who helped me!

2 Hour cruise

Captain Harold was awesome. I recommend this trip to anyone

Great sailing experience

We did a lot more sitting idle in the water  than sailing and our trip got cut 30 mins short because it looked like it was going to rain. Which it did not rain. The captain was very friendly it I expected to be actually sailing a lot more than we did. Kind of waste of $300

Not so great sailing adventure

The captain was friendly, knowledgeable about sailing and fantastic with the kids on the boat.

Awesome Sailing Adventure

Great experience. Very relaxing. Captain  Harold was great. Verizon friendly and courteous.

King family

It was so relaxing and Captain Harold was so accommodating. Couldn’t have been any better!!

Perfect!!

Great way to sit back and relax while Captain Harold sailed us around! Bonus: The Teens put their phones down for almost 2 hours

Just what Missouri needed!

After a very slow sailing adventure, we didn't even receive the pictures he said he took and was going to send to us.  Captain Harold was very nice and it wasn't his fault the wind didn't cooperate.  However, I was looking forward to pictures and, if I remember correctly, they were supposed to be a part of the package.

I apologize for the delay in the pictures which are not included in any package. This is a busy time of the year for me and this is something I do extra at no charge to the customer. Three days is a pretty big turnaround I guess. If you get the chance rebook a trip when the wind is cranking and we will put the rail in the water. 
Thanks
Captain Harold

Pictures

Gulf Shores-Orange Beach

Explore the peaceful, meandering waterways of Orange Beach, Alabama with this Private Boating Excursion & Dolphin Sightseeing Cruise. Let Captain Matt and his lifelong experience on the water guide you around this beautiful ecosystem on his 24-foot Cobia center console. Learn all about the area's local wildlife and take in the sights and sounds of the day. So, sit back, relax and enjoy the beauty of Alabama’s Gulf Coast with this Private Boating Excursion & Dolphin Sightseeing Cruise. Book your experience today!

Private Boating Excursion & Dolphin Sightseeing Cruise

Explore the peaceful, meandering waterways of Orange Beach, Alabama with this Private Boating Excursion & Dolphin...

He put us with dolphins right away let my kids be kids on the boat. Knowledgeable about the surrounding area. When I come back to orange beach I'm calling Back Bay.

Dolphins

Excellent Trip, Dolphins were the goal, for.my daughter and granddaughter, and boy was it a score!
We watched a group of five or 6 all around us , them when captain Matt eased off the dolphins followed, jumping into and surfing the wake, they followed for a t least a mile or more! Great boat,, courteous and informative captain! 5 of 5 stars!

Best Private Dolphin Tour we’ve ever done!

We could not have enjoyed our tour more!! Captain Matt was excellent. There were 4 of us (3 adults and a 5 year old) The best experience I have spent money on in a long time. Dolphins were swimming all around us and Captain Matt got them to follow us. They entertained us with their jumps and tricks. Book this tour, one of the best ever.
Thank you Captain Matt!
.

Captain Matt

Back Bay Charters

Embark on an amazing sunset ride around Orange Beach, Alabama to explore Ole River, Cotton Bayou, Ono Island, and Terry Cove just to name a few of the awesome waterways. Or make a pit stop at Robinson Island or Bird Island to check out the extravagant, well-lit condos. This sunset tiki ride is adjusted seasonally by time, location, weather, and marine conditions. Don't miss your chance to see some stunning views and maybe meet a dolphin friend or two. Book your private tiki today!

Orange Beach Private Tiki Sunset Cruise

Embark on an amazing sunset ride around Orange Beach, Alabama to explore Ole River, Cotton Bayou, Ono Island, and Terry...

Get It Going Tiki Ride

Explore the peaceful, meandering waterways of Orange Beach, Alabama with this Private Sunset Cruise. Let Captain Matt and his lifelong experience on the water guide you around this beautiful ecosystem on his 24-foot Cobia center console. Learn all about the area's local wildlife and take in the sights and sounds of the evening. Choose from various departure times for a customizable cruise experience. Sit back, relax and enjoy the beauty of Alabama’s Gulf Coast with this Private Sunset Cruise. Book your sunset experience today!

Orange Beach Private Sunset Cruise

Explore the peaceful, meandering waterways of Orange Beach, Alabama with this Private Sunset Cruise. Let Captain Matt...

Matt was outstanding. Saw a bunch of dolphins up close. Matt showed us around the bay and was very knowledgeable. This was the second time booking with Matt and would highly recommend

Excellent private sunset dolphin cruise

Capt Matt was welcoming and extremely pleasant. Dolphin siting was one of my family goals. And he did not disappoint.  We wanted a relaxing sunset cruise and we got it.  Highly recommend

Perdido Bay Experience

The cruise was nice but the owner showed up 18 minutes late. He did still gives us a 2 hour boat ride though.  We saw a few dolphins and was given a tour of some of the local areas.

Good

Search the peaceful, meandering waterways of Orange Beach, Alabama with this Private Snorkeling Excursion. Snorkel in 2 to 3 feet of shallow water exploring Sea Grass beds while searching for small crabs, snails, and fish. Keep an eye out for the area's other local wildlife such as dolphins, turtles, stingrays, and so much more! This is a beginner level excursion that is great for young kids and new snorkelers. Sit back, relax and enjoy Alabama’s Gulf Coast on this Private Snorkeling Excursion. Book your excursion today!

Private Snorkeling Excursion

Search the peaceful, meandering waterways of Orange Beach, Alabama with this Private Snorkeling Excursion. Snorkel in 2...

Loved the private tour! Would definitely be a repeat customer next year!

Great time

The trip was great! Snorkeling did not work out as planned as there were too many jellyfish in the water.  Captain Matt was able to switch the trip up for us we watched dolphins, cruised on the boat and learned about the local landmarks. The captain was able to get the dolphins to plan in the boats wake it was amazing to watch!

Snorkeling

We had such a wonderful time! The boat, our captain, and the whole trip was more than we could’ve asked for!

Customer

Explore the fascinating area and islands of Orange Beach, Alabama. See Robinson, Bird, and Walker Islands on this Private Island Grillin' and Chillin' Cruise. Let Captain Matt grill up some food you provide while you chill out on the water. Be guided around this beautiful ecosystem on his 24-foot Cobia center console. Sit back, relax, and listen to your favorite tunes while you enjoy the beauty of Alabama’s Gulf Coast Private Island Grillin' and Chillin' Cruise. Book your experience today!

Private Island Grillin and Chillin Cruise

Explore the fascinating area and islands of Orange Beach, Alabama. See Robinson, Bird, and Walker Islands on this...

Very good trip. Communication was great and he tried to ensure that we did everything that we wanted to do during the time on board

Good trip

Capt Matt was flexible with our time due to the weather which was amazing!  It still wasn’t a sunny day but we still made it a fun trip. The music was fun and on point and everyone danced all day and enjoyed the day. He was knowledgeable about points along the way which kept it interesting. We followed playing dolphins. He made sure we had plenty to see and do. Highly recommend and we will be repeat customers

We had a great time without the sun

Highly Recommend Captain Matt! Great Cook and awesome Captain!

Grillin and Chillin Cruise

Enjoy the ultimate Blue Angels Airshow experience in Orange Beach, Alabama! Known as the best pilots globally, the Blue Angels never disappoint with their thrilling aerobatics. Watch the show from the water, surrounded by stunning sand islands, and explore the area while enjoying the spectacle. Sightsee historic lighthouses and forts and soak up the beaches. Keep an eye out for wildlife like dolphins, turtles, and more. This customizable charter is perfect for special occasions, offering an unforgettable adventure with the legendary Blue Angels. Don't miss this incredible opportunity, book your excursion today!

Private Blue Angels Airshow Island Excursion

Enjoy the ultimate Blue Angels Airshow experience in Orange Beach, Alabama! Known as the best pilots globally, the Blue...

Tour the beautiful back bays of Orange Beach, Alabama and see all the secret locations and massive mansions on ONO Island and throughout this small beach town. Let Captain Matt and his lifelong experience on the water guide you around this beautiful ecosystem on his 24-foot Cobia center console. Learn all about the area's local wildlife and take in the sights and sounds of the day. Relax and enjoy Alabama’s Gulf Coast on this Private ONO Island/Orange Beach Sightseeing Cruise. Book your experience today!

Private ONO Island/Orange Beach Sightseeing Cruise

Tour the beautiful back bays of Orange Beach, Alabama and see all the secret locations and massive mansions on ONO...

Cruise had me, my husband, and our 4 kids (23, 22, 17, 7). We all loved it. Captain Matt made sure we got to see dolphins and see them jumps the waves from his boat. He took us right across from the marina to a perfect spot for my girls to discover hermit crabs, see schools of tiny fish, and swim. It was a perfect day! This cruise made our whole trip.

PERFECT

We had a great time!  Captain Matt was fun and we couldn’t have asked for a better time. Our kids are still talking about it and we can’t wait to book again next year!!

Amazing Time

Awesome guy very down to earth and knowledgeable about the area . Best boat ride we have had in orange beach hands down ! Will definitely book with him next year .

Explore the waterways of Orange Beach, Alabama with this with this Private Sightseeing Eco-Tour. Let Captain Matt and his lifelong experience on the water guide you around this beautiful ecosystem on his 24-foot Cobia center console. Learn all about the area's local wildlife and take in the sights and sounds of the day. Sit back, relax and enjoy the beauty of Alabama’s Gulf Coast Private Sightseeing Eco-Tour. Book your experience today!

Private Sightseeing Eco-Tour

Explore the waterways of Orange Beach, Alabama with this with this Private Sightseeing Eco-Tour. Let Captain Matt and...

Captain Matt knew exactly where to find numerous pods of dolphins! Several times we saw dolphins swimming together with there young. Matt even tempted the dolphins to swim behind the boat in its wake! He was also knowledgeable about the area and attractions around the bay. This was a truely exceptional experience!

Incredible Dolphin tour!

Do you like cocktails and chocolate milkshakes? If so, then look no further than the tour focused on everything Bushwacker, a cocktail invented in the Virgin Islands in 1975 and is similar to a creamy, chocolate piña colada. On this tour, explore the peaceful and meandering waterways of Orange Beach, Alabama as you visit multiple locations to try out this signature drink and various food specials. So, sit back, relax and enjoy the beauty of Alabama’s Gulf Coast with this Private Bushwacker and Restaurant Cruise. Book your experience today!

Bushwacker/Restaurant Tour

Do you like cocktails and chocolate milkshakes? If so, then look no further than the tour focused on everything...

Captain Matt was the most respectful, polite, professional and easy going Captain I have ever had the pleasure of meeting. He made the day for my sister’s 40th birthday the best ever! He was just so accommodating!! I had to call a couple of times to tripshock, and they were always helpful and so friendly. I will be referring my friends to your site and asking for Captain Matt! We will be back and use you all again!

Best Boat trip Ever!

Explore the exciting beaches and islands of Orange Beach such as Robinson, Bird, Walker, and many more with this Private Island Booze Cruise. Let Captain Matt and his lifelong experience on the water guide you around this beautiful ecosystem on his 24-foot Cobia center console. Learn all about the area's local wildlife and take in the sights and sounds of the day. So, sit back, relax and enjoy the beauty of Alabama’s Gulf Coast Private Island Booze Cruise and book your experience today!

Private Island Booze Cruise

Explore the exciting beaches and islands of Orange Beach such as Robinson, Bird, Walker, and many more with this Private...

Explore the bay at sunset on your very own private sightseeing tour and dolphin cruise. A scenic charter that includes up to 6 people per boat, this is the perfect opportunity to get out on the water and relax. Enjoy as your captain finds sociable dolphins that splash among the waves beside the boat. Bring your own 6-pack cooler aboard with beverages and snacks and have yourself an evening! Book yours today!

Private Sunset & Dolphin Cruise

Explore the bay at sunset on your very own private sightseeing tour and dolphin cruise. A scenic charter that includes...

Person

We had a great time . Don was a wonderful guide, saw Dolphins up close, and he had great music on board. Kids loved the whole experience

Dolphin cruise

Great trip. Captain was great and even swung by the lady of the lake so my daughter could get a picture.

Dolphin tour

Gulf Island Charters

Enjoy a private daytime dolphin sightseeing cruise in Orange Beach with your small group! This exclusive tour provides close-up views of marine life, including sea turtles, birds, and the Gulf Coast's playful dolphins. Relax, breathe in the fresh air, and discover landmarks along the Orange Beach waterfront. Book your Private Daytime Dolphin & Sightseeing Cruise today!

Private Daytime Dolphin & Sightseeing Cruise

Enjoy a private daytime dolphin sightseeing cruise in Orange Beach with your small group! This exclusive tour provides...

Had a private dolphin tour with Captain Don.  He was polite, informative but let us enjoy our time together as a family. And he found us all the dolphins!!!! Exciting and recommend them!

Captain Don is great!

Even if we hadn't found the dolphins it would have been worth the money, for the boat ride and seeing the sunset. It was so much fun.

Worth every penny

We had a blast. Unfortunately our trip was cut a little short due to lightning but other than that it was fun!!

Private 2 Hour Sailing Adventure

Private 2 Hour Sailing Adventure

Buy a gift card, choose a date later

Don't take our word for it

Plan Ahead & Save Up to 20% with Exclusive Savings From TripShock