US · city
St. Augustine, FL
United States
Coquina forts, cobblestone streets, Nights of Lights — America's oldest city
Mild fall + spring (65-85°F) are ideal. Hot, humid summers (90°F+) with afternoon storms and peak hurricane risk Aug-Sep. Best Mar-May + Oct-Nov.
When to visit
Award flights from the US
Economy
JetBlue TrueBlue
+ $11 taxes
JetBlue direct JFK-JAX — only nonstop option from NYC area
Delta SkyMiles
+ $15 taxes
Delta via ATL into JAX
Business / First
Delta SkyMiles
+ $30 taxes
Delta business via ATL
American AAdvantage
+ $30 taxes
AA business via CLT or DFW into JAX
Cash equivalent: economy ~$220 · business ~$600 roundtrip from NYC
Award hotels
Casa Monica Resort & Spa, Autograph Collection
Marriott Bonvoy
Historic 1888 Moorish Revival hotel in the heart of the historic district; dynamic Marriott pricing.
Hyatt Place St. Augustine / Vilano Beach
Hyatt
Cat 3 — oceanfront at Vilano Beach, 10 min from historic downtown.
World Golf Village Renaissance St. Augustine Resort
Marriott Bonvoy
Golf resort with spa, ~15 min from historic district; dynamic Marriott pricing.
What to see & do
Castillo de San Marcos
Oldest masonry fort in the continental US (1695), coquina walls overlooking Matanzas Bay. National Monument, ranger talks.
St. Augustine Lighthouse & Maritime Museum
Climb 219 steps of the 1874 lighthouse for panoramic coastal views; maritime museum at the base.
St. George Street & Historic District
Pedestrian-only colonial-era street lined with shops, cafes, and the oldest wooden schoolhouse in the US.
Fountain of Youth Archaeological Park
Site of Ponce de León's legendary 1513 landing; springs, peacocks, and Timucuan archaeology exhibits.
Anastasia State Park & Vilano Beach
1,600-acre park with white-sand beach, dunes, and a saltwater lagoon — easy day trip from downtown.
St. Augustine Distillery
Housed in a 1907 ice plant; free tours and tastings of Florida-made rum, gin, and whiskey.
Monthly weather
Best cards for this trip
Open World of Hyatt (60K + free Cat 1-4 cert) + Sapphire Preferred (75K UR). Covers 5+ nights at Hyatt Place Vilano Beach + JetBlue/Delta RT flight.
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