The women there were welcoming and let us treat the boat as if it was ours. We got to walk around all over the boat while they steered and adjusted the sails. The living area inside the boat was highly decorated & it made it so cozy & aesthetically pleasing! I would love to actually sleep over next time since they have extra beds that are compact yet very cozy & comfortable. Make sure to ask them to turn on the string lights! There is a kitchen area if you want to have food if you bring some, and when I went they had Rosé Truly's in their fridge which were delicious, as well as all other kinds of drinks. We got to walk around the top & lay out to enjoy the sunshine, and it was cool to see the sails adjusting in the wind. It was very relaxing, and I didn't have any worries. The 2 women also took a lot of pictures for us which was awesome. Later on they started talking about how they take trips to the Bahamas in the winter and I was so fascinated by all their experience and their love for sailing and adventuring. They're good with all sorts of weather. I trust them a lot and am definitely only going on boat tours with them from now on. Highly recommend!! And thank you to the ladies if you're reading this, I had such a wonderful time and will be coming back. read more

After spending a few rainy days in Asheville and driving 4 hours in bumper-to-bumper traffic, we arrived in Charleston feeling a bit stressed and rushed to get to the marina for our scheduled sunset sail with Sundog. Well, that all changed within minutes of meeting Captains Jen and Janet. They are amazingly friendly and very knowledgeable about sailing, marine life and the history of Charleston. They immediately engaged us in lively conversation, making us feel comfortable and "at home" on their beautiful boat. This put our minds at ease and the day's stress quickly melted away. We watched a gorgeous sunset emerge from the clouds and grow brighter and more colorful with each passing minute. We enjoyed drinks, charcuterie and fruit while listening to great music, all while relaxing on the bow under the sails and the stars. This was an absolutely fabulous experience and we would highly recommend it when in Charleston! read more

We had an amazing shark tooth adventure tour with Sundog Sailing in Charleston! The captains were incredibly warm and welcoming, and made the entire experience so much fun for our family. They were especially wonderful with our kids: patient, engaging, and they helped create core memories for our son by letting him "drive" the boat! They shared so much knowledge throughout the tour about the local area, explained what kinds of shark teeth and fossils to look for, and gave great tips to make our hunt successful. You could tell they truly love what they do and care about creating a memorable experience for everyone on board. If you're visiting Charleston and looking for a unique family-friendly adventure, we highly recommend Sundog Sailing. We left with incredible memories, happy kids, and some awesome shark tooth finds! read more

We had a wonderful evening out on the water with Captain Jen and Captain Janet. We've chartered sailboat excursions in the past but this was one was unique and special. We booked a 3 hour charter that turned into a very relaxed 3-3/4 hour charter. Normally Captains race back to the dock when time is running out but not these captains....they seemed to be enjoying the evening as much as us and were in no hurry to get back to the marina. The Captains also understand that sailing means having the sails out for as much time as possible. No motor sounds or vibrations, no diesel fumes....just silence accompanied by a beautiful sunset. Our group of 4 had a wonderful time and highly recommend Sundog Sailing and Captains Jen and Janet. read more

I wanted to go sailing for an upcoming visit to Charleston, SC. Ironically, when I called them, they were in Key West and asked if I wanted to go to Dry Tortuga's for a week. I live in Tampa FL. I have always wanted to go there. Long story short, my wife, step-son and I went to the Dry Tortuga's (Ft. Jefferson) for 5 days on the SunDog. This was a 70-mile voyage west of Key West. The captains, Jen and Janet were very professional. I will be going again this 4th of July with my wife to sail around Charleston. Btw: they let me troll off the back of the boat. I caught Mahi Mahi so we had fish every night. Excellent boat and great captains! read more

HIGHLY RECOMMENDED ACTIVITY! Our sunset sail on The Shenanigan was booked on a whim while scrolling around Google Maps during a short stay in Charleston. It quickly became one of the best nights of our lives. Captain Jen and Captain Janet were top notch hosts, meeting every little needs from wine glasses, to serving platters to bluetooth speakers and more. And then we got a little lucky with the perfect weather, the dolphins, the shooting stars, and the fireworks on the horizon as we cruised home. The boat was beautiful, and the views from the harbor were dreamy. This should definitely be on your list for your trip to SC. read more

What an amazing day of sailing with Captain Jen and Captain Janet. We were able to customize our sail times to accommodate our whole group. Watched Dolphins swim with us. Watched all types of bird feed as a shrimp boat pulled in the clean their catch. The day was so special for all aboard as both Captains made us very comfortable with their knowledge of the boat and the winds and the water. Thank you for making my 60th birthday the best it could have been. We loved that we could bring our own food and beverages aboard with plenty of room in the frig and coolers to keep all nice and cold. read more

What a beautiful and peaceful sunset sail we enjoyed with Captains Jen and Janet on a quiet evening this summer! We thoroughly relaxed with the gentle breeze, silky smooth waters, and easy conversation about local Charleston history and the coastline. It was a treat to quietly slip away into the water world surrounding Charleston and Johns Island, escaping the busy-ness of the streets and cars. Our skillful, easy to be with captains made this a memorable sail into the sunset! Five stars to our captains and their beautiful 50 foot sailing yacht! read more

Janet and Jen were fabulous hostesses while aboard Shenanigan. For a final night in Charleston on our girls trip we opted to sail and we all agreed it was our favorite part of the trip. The boat is much bigger and more beautiful than the adventure sail tours advertised. We brought wine and cheese on board and enjoyed our 3+ hour cruise of the harbor. The battery at sunset was beautiful. Jen and janet provided a speaker for music and were expert captains. Would highly recommend!! Thoroughly relaxing and the perfect finale. read more

Sundog Sailing was an absolutely phenomenal experience. Spectacular views! I can't think of a better way to spend a summer evening. We were having such a wonderful experience that Captain Jen allowed us to extend for another hour. Super relaxing as the sun went down while we were thoroughly enjoying our adult beverages and devouring our charcuterie board. It was definitely the highlight of our vacation to Charleston! Highly recommend booking your sailboat cruise asap! read more

Great sailing tours. We did a day tour and enjoyed lunch on Shenanigan. A beautiful 50' sailing yacht. Being locals to Johns Island, S.C., Jennifer and Janet have amazing knowledge of the sites and surrounding areas. Day tours, overnite, or weekend excursions. Lay back and relax or participate as deck hands. Sailing at its best, Dos Capitans, licensed and insured. I highly recommend for great adventures and good times. read more

We had the BEST time celebrating my boyfriend's 30th birthday on the water with this lovely crew. The boat was beautiful and well kept, perfect for our group of 6 people! We enjoyed a stunning evening in Charleston harbor and appreciated the guides pointing out historical specifics! Despite being Charleston regulars and CofC graduates we learned a LOT! Immense thank yous to our captains! We will be back for sure! read more

As this is not a review of their service, I had booked a charter with them and they unfortunately suffered a terrible accident and were unable to accommodate my sail. However, they called and were extremely professional and recommended me a replacement as well as refunding me in full. Best wishes to them and I would recommend booking with them when they are back up and running! read more

We had the pleasure of a sunset cruise with Sundog Sailing. It was the most enjoyable experience watching the sun set over the Charleston harbor. The captains were gracious and knowledgeable and we even saw some dolphins swimming alongside us! Highly recommend grabbing some friends and taking a cruise with Sundog Sailing on their 50ft sailing yacht. read more

We really enjoyed sailing on Shenanigan! The captains teach you about nature and are very accommodating. We also did a stay sail where we anchored out overnight behind Botany Bay Island. It was so peaceful and the most amazing scenery including dolphin families. Will definitely sail with them again! read more

Captain Jen and Captain Janet were amazing! We had the best time with my family over Memorial Day weekend! They were knowledgeable about the area and history and were accommodating to us the whole time. The 3 hour Sunset Sail was beautiful and highly highly recommend them! We will be back again!! read more

Captain Jen and Captain Janet we're knowledgeable and fun! Gorgeous boat!! Love the oldschool vibe. We had great winds, a beautiful sunset and made wonderful family memories. Thank you! read more

We had a wonderful time with Sundog Sailing on our sunset sail!! Highly recommend if you're wanting to see Charleston by water! Captain Jen was very accommodating and friendly. read more

Wonderful sail. Jen and Janet took us for an overnight sail and it was exhilarating! The nature, the peacefulness and the captains were all fantastic. I highly recommend. read more