American Sailing Tours · Inner Harbor Marina
The Summer Wind sails out of the Inner Harbor Marina in the evening with six guests at most, a corkscrew and glasses ready for the bottle you bring. It is the one trip here built for a date or an anniversary, not for history.
American Sailing Tours runs its sunset sail on the Summer Wind, the 48-foot schooner it also uses for daytime harbor sails. You bring a bottle of wine, the crew supplies a corkscrew and glasses, puts music on low and sails the harbor while the sun goes down and the lights come up. With six guests at most, you can move around the deck. It holds a 4.9 from 58 reviews, the best score of any trip on this site.
Fort McHenry is not part of the promise. The listing talks about sunset, photos, music and wine, and says nothing about the fort, so do not book it to see the ramparts. If you want the fort from the water, take the schooner sail or the harbor cruise in daylight. Fort entry, $15 per adult aged 16 and over, is sold only by the National Park Service.
Two caveats from guests. The sunset itself is not guaranteed: one guest in July 2022 said the boat sailed away from it and buildings blocked the view, and another said the start was late and most of the trip was in the dark. And the season is short. On 16 October 2026 the next date open on Viator was in May 2027, at a 7:15 p.m. start.
Inner Harbor Marina, 400 Key Hwy, near the Rusty Scupper restaurant. Bring the wine and anything to snack on.
The crew opens your bottle, hands out glasses and casts off around the start time, which follows the sunset (7:15 p.m. in May).
The captain looks for a spot with a clear view west for photos while the sun goes down.
The ride back runs past the lit skyline, the aquarium and the Domino Sugars sign.
The sail ends at the marina.
★★★★★We brought a bottle of wine and they supplied us with glasses! Beautiful soft music played from speakers on board and truly gorgeous views. The sunset wasn't obstructed by any buildings and the captain took us to the best spot for photos with the sunset.
★★★★★Captain Amanda and Crew member Patrick were very friendly, skilled and knowledgeable and we had a very smooth, romantic sail. We were provided a cork screw and glasses for our bottle of wine [...]
★★★★★Our Captain was very knowledgeable about the Harbor and she was very friendly too! The Sunset Sale was definitely a full hour and a half ride through the Harbor and an awesome opportunity for photographers!
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Do not count on it. The listing does not mention the fort, and the route follows the sunset. Book the schooner sail or the harbor cruise in daylight to see the fort from the water.
Yes, that is the idea: bring your own bottle of wine, and the crew provides a corkscrew and glasses. Guests have also brought snacks.
The Summer Wind, American Sailing Tours' 48-foot two-masted schooner, with six guests at most.
In the warm months. On 16 October 2026 the next open date on Viator was in May 2027, with a 7:15 p.m. start. Start times move with the sunset.
Ready to book
Sunset on the harbor under sail, with your own bottle of wine and glasses provided.
Inner Harbor Sail on the Summer Wind90 relaxed minutes on a 48-foot schooner, six guests at most. Fort McHenry in view, not on the listed route.★ 4.6 · 1.5 hours · from $65
Small-Group Schooner Sail to Fort McHenrySix guests at most on a small schooner, sailing from Key Highway past the aquarium and out to Fort McHenry.★ 4.8 · 1.5 hours · from $65
Fells Point Food and Walking Tour3.5 hours in Fells Point with four tastings and a drink, enough for dinner. Not a fort trip: the meal after it.★ 4.9 · 3.5 hours · from $104