Enjoy a BYOB evening sail with up to five friends on Ocean City’s scenic bays.
1 hr
Up to 5 people
Private boat charter, Captain
Set sail on a private skiff boat for a relaxing hour cruising the bays of Ocean City. Bring your favorite drinks and enjoy sweeping views of Assateague and the skyline.
All guests must be at least 5 years old. No glass containers allowed on board. Complete the digital waiver before arrival and plan to check in 20–25 minutes early.
All sales are final. Trips cancelled by the operator due to weather may be rebooked or refunded.
Aloft Hotel - 4501 Coastal Hwy, Ocean City MD 21842
The captains here consistently steal the show. Reviewers rave about guides like Owen and Bobby who bring personality, local knowledge, and genuine care to every trip. The crew excels at making nervous first-timers comfortable (one 10-year-old was so thrilled he immediately wanted to go again) and adapts well when weather doesn't cooperate. Several groups appreciated that captains prioritized safety over sticking rigidly to the original itinerary, taking alternative routes through commercial fishing areas and offering interesting commentary even when conditions prevented dolphin spotting. The operation handles rough weather proactively, giving passengers options to reschedule or get refunds when waves get too wild. Most guests had wonderful experiences seeing dolphins and wild ponies around Assateague Island. A few reviewers mentioned last-minute cancellations due to staffing or weather, and there was one frustrating mix-up about departure timing. Overall though, the warmth and professionalism of the crew creates memorable outings on the water. The drinks onboard and easygoing vibe add to the appeal.
Update: We went again and had an amazing ride with Captain Colt- we got so lucky both rides to have the BEST captains! Colt showed us so many cool things around the area, we got to see the horses even closer this time as well! My 4 year old absolutely adored him- and I did too!! We were laughing and just hanging out the whole time- 20/10 recommend as well! Captain John was fantastic!! He entertained us the entire ride, told us all about the nature/area, and kept my son loving his very first time on a boat, and first time to visit the ocean! A precious memory we will always have, along with getting to see both dolphins and the horses- a spectacular captain and boat ride! 20/10 recommend
Kailee Reeves
August 26, 2025
Update: We went again and had an amazing ride with Captain Colt- we got so lucky both rides to have the BEST captains! Colt showed us so many cool things around the area, we got to see the horses even closer this time as well! My 4 year old absolutely adored him- and I did too!! We were laughing and just hanging out the whole time- 20/10 recommend as well! Captain John was fantastic!! He entertained us the entire ride, told us all about the nature/area, and kept my son loving his very first time on a boat, and first time to visit the ocean! A precious memory we will always have, along with getting to see both dolphins and the horses- a spectacular captain and boat ride! 20/10 recommend
Kailee Reeves
August 26, 2025