Brews, Cruises and Music by the Coast

Plan a trip with a little party and a lot of energy. Fairfield County brings nightlife, live music, active adventure, top-notch breweries, jaw-dropping food, and waterfront fun together in one awesome area.

2-3 days

  • Spring
  • Summer
  • Fall

  • Beer Garden at Shippan Landing
  • Captain John’s Tiki Tours
  • Sign of the Whale
  • Elm Street Diner
  • Rock Climb Fairfield
  • Park City Music Hall
  • Surfside Hotel

Beer Garden at Shippan Landing

Toast to the start of an awesome trip at the Beer Garden at Shippan Landing, a waterfront hot spot in Stamford with a rotating roster of craft beer, creative food trucks, live music, and special events. 

* Editor's Picks

Captain John’s Tiki Tours

Enjoy the excitement and wonder of Long Island Sound aboard SoundWaters a 80′ schooner. Two-hour sunset and afternoon sails are offered all summer long from Stamford.

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Sign of the Whale

That night, hit the rooftop bar at Sign of the Whale for cocktails, small plates, and a fun crowd. Or kick it up a notch and go clubbing at Palms Night Club. Plus, don’t miss live music events by Alive @ Five. When the night winds down, crash at The Lloyd Hotel

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Elm Street Diner

When you want photo-worthy, go to Elm Street Diner. The perfect spot for breakfast the next morning, expect over-the-top dishes and eye-popping dessert creations. 

Rock Climb Fairfield

Then burn off the calories at Rock Climb Fairfield – and get a little fix for your adventurous side. If you’re still hungry, swing by Craft 260 Beer Bar Bistro, Little Pub, or Flipside Burgers & Bar after your climbing spree. 

* Editor's Picks

Park City Music Hall

When the sun goes down, head to Park City Music Hall for an underground local music scene complete with food, craft beer, and curated wine. 

* Editor's Picks

Surfside Hotel

Stay over by the water at Surfside Hotel for a boutique surf-themed vibe – and plenty of good backdrops for IG photos. The next day, hang on the beach or check out nearby Two Roads Brewing Company for a great end to an awesome trip.