4 Boozy Tours in St Augustine for a Big Night Out

1.St. Augustine’s Wine, Cocktail and Food Experience

★★★★★★★★★★5.0 · 1,251 reviews · 3 hours 30 minutes (approx.) · from $159Our pick

Spend about three and a half hours tasting food, wine, cocktails, and nonalcoholic drinks at local spots in St. Augustine. Guides including Garry, Russ, and Alex mix dining stops with stories about the fort, cemeteries, churches, and colonial city plan. Expect a small group of no more than eight and enough food to replace dinner for many people.

“We had Russ as our guide and he was fantastic, tasted some good wine, good cocktails and great food! We also learned a little about city I would recommend”

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2.St. Augustine Live Music Cruise with Drinks and Sunset Option

★★★★★★★★★★5.0 · 315 reviews · 2 hours (approx.) · from $69

Board at Vilano Beach for a two-hour St. Augustine sunset cruise with live music, complimentary beer, wine, champagne, margaritas, soda, and bagged snacks. Captain Howard and the crew guide you past the Bridge of Lions and Castillo de San Marcos, with a late-evening option on select nights.

“It was a great evening. No issues at all. Felt very safe the entire two hours. A well staffed boat with good music, drinks and fun. I highly recommend Fury Signature Charters.”

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3.Sunset Cruise – #1 Party Boat in St. Augustine, FL

★★★★★★★★★★4.5 · 252 reviews · 1 hour 30 minutes (approx.) · from $47

Board a 90-minute cycle-boat party cruise from 250 Vilano Rd. Bring your own drinks, then enjoy iced coolers, music, lights, dancing, and sunset views with a captain and first mate. Guides such as Adam, Zeus, Miguel, and Kiley have helped create the lively atmosphere.

“This was the highlight of our St. Augustine trip! We came ready to party and they delivered. We brought a large group of friends and everyone had a blast. Highly recommend! The captain and crew were excellent and we felt very safe and had a great time!”

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4.St. Augustine Haunted Pub Crawl

★★★★★★★★★★4.0 · 103 reviews · 2 hours (approx.) · from $34Best value

Walk through St. Augustine’s old streets with guides such as Debbie, James, Ashlee, and Tessa, stopping at local pubs for ghost stories and drinks. The route may include Scarlett O’Hara’s, Stogies, Harry’s, and O.C. White’s. You must be 21 or older, and drinks are not included.

“We had a great time and our tour guide Tessa was great! She is adorable and knows her information about the town. The stories are very entertaining. We would definitely recommend it. Fun!”

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