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Hand-picked deals by our pirate team

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Hand-picked deals by our pirate team
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Hand-picked deals by our pirate team

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Hand-picked deals by our pirate team
Vacations

Soak Up Sunshine and History in St Augustine

3 Nights From $231 — Includes Free Breakfast, Pool, & Prime Location

From $231

Published by
Celia Robbins·5/19/2025
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Stay in style minutes from Florida’s oldest landmarks with a 3-night getaway at The Flagler Inn (rated 4.2/5 on TripAdvisor) from $231. This eco-friendly boutique hotel offers everything you need for a relaxed, budget-friendly escape — including rainfall showers, pillowtop beds, an outdoor pool, and on-site dining.

Located a mile from the Fountain of Youth and three miles from Castillo de San Marcos, the hotel puts you close to St. Augustine’s top attractions. Enjoy free continental breakfast, a 24-hour fitness center, and comfortable rooms with microwaves, and fridges. You’ll also get free parking, helpful concierge service, and laid-back charm — the perfect base for beach days, historic strolls, or a sun-soaked reset.

Highlights

Family Friendly
Flights included
Free Wifi
Great Food
Great for Couples
Great for Solo Travel
Kids Friendly
Top Location

Departure

  • Boston
  • New York
  • Washington
  • Chicago
  • Los Angeles
  • Houston
  • Nashville
  • Grand Rapids
  • Cincinnati
  • Salt Lake City

Destination

  • St Augustine
  • Florida

Additional Information

All of our deals are available at the time of publishing, but prices are subject to fluctuations and changes at any time.

Photos from Booking.com and TripAdvisor

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