About This Spot

Walking into Sail Inn is like stepping into a genuine slice of Delray Beach life, where the pace is easy and the chatter feels familiar. This cocktail bar leans into its roots as a beloved neighborhood spot, welcoming a mix of longtime locals and visitors who quickly find themselves part of the rhythm. It’s the kind of place where the lighting is soft, the music hums just below conversation level, and the bartenders greet you not with formality but with a friendly nod that says they’re glad you came.

The atmosphere carries a relaxed, unhurried vibe—unpolished yet inviting, with an honest warmth that comes from genuine connections rather than a curated aesthetic. Here, evenings unfold naturally; people gather around the bar or settle into small clusters, swapping stories over well-chilled beers or a familiar pour of Captain Morgan’s. It’s not about the flash or the frills, but rather the shared moments and kind service that make each visit feel like coming home.

Despite being known as a “dive bar,” Sail Inn surprises with its clean, bright space and a clientele that bridges generations, where newcomers and regulars mix with ease. It’s this blend, paired with respectful touches like early patio lights to maintain neighborhood harmony, that creates a genuine sense of belonging. Whether you’re stopping by for a quick drink or to catch a game with friends, there’s an approachable comfort here—no pretenses, just real people unwinding and connecting in a familiar setting.

Ultimately, Sail Inn draws visitors who appreciate a place with personality over polish, where the welcome feels personal and the pace feels just right for lingering a little longer and soaking in the true local flavor.

What’s Available Here

  • IconOutdoor seating
  • IconDelivery
  • IconBar games
  • IconFast service
  • IconGreat beer selection
  • IconGreat cocktails
  • IconSport
  • IconWheelchair-accessible car park
  • IconWheelchair-accessible entrance
  • IconWheelchair-accessible toilet
  • IconAlcohol
  • IconBeer
  • IconCocktails
  • IconSpirits
  • IconWine
  • IconOutside food allowed
  • IconTable service
  • IconToilet
  • IconCasual
  • IconCosy
  • IconGroups
  • IconLocals
  • IconAccepts reservations
  • IconCredit cards
  • IconDebit cards
  • IconNFC mobile payments
  • IconCredit cards
  • IconFree of charge street parking
  • IconParking

Location & Hours

Guest Reviews

William Gallagher 08 Jan 2026

This place is so much fun. The bartenders are extremely friendly and go out of their way to make you feel comfortable. This was one of my old stomping grounds and I go out of my way to come here. Even though it is a Yankee bar this Detroit Tiger feels 100% welcome and we'll go back Time After Time. If you are sick of the strip come to this place, and see how the real people from Delray actually hang out.

Mike T 30 Dec 2025

It is described as a "dive bar", but it is much nicer than that! Good selection of cold beers at friendly prices. Nice, relaxed vibe - from the staff and other clientele. This could become our new "regular"!

Dennis Yarbrough 15 Dec 2025

The Sail Inn is Brighter and cleaner than I remember since my last visit 5 years ago. I met a friend at the Sail for the first half of the Bears game. My fellow Chicagoan was happy they served Miller Highlife. I don't drink and hand a ginger ale. I got an annoyed look from the tender which was fitting for a slow Monday night. The Sail is a good ol regular bar. Its great for people that don't care to pay for decore. Dunno if they have food.

Bobby Love 25 Nov 2025

Great great local bar. Nothing fancy just very nice people. Walk up and talk to anyone. Fast and friendly service. Older and younger crowd. They turn off the back patio lights early out of respect to the neighbors. This place has a reputation of being a people favorite and I agree.

Ann Shea 23 Oct 2025

Fun dive bar. They don’t have many too many beers on draft but do have Stella. Chill vibe and had fun both times I went here. A lot of regulars go here.

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