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Plan a trip with
credit card points
Pick origin + destination + month → see best award flights, top hotels bookable on points, attractions, signature events, and the cards whose welcome bonus would cover the trip. 41 US origin airports, no bank link required.
US
St. Augustine, FL
Coquina forts, cobblestone streets, Nights of Lights — America's oldest city
Pay in cash
$1,120
$220 flight + $900 hotel
Pay with points
80,000 pts
+ $11 taxes & fees
Prices and award estimates are for planning purposes only. Availability and rates vary. Check with airlines and hotels for live award availability.
Best card for this trip
Chase World of Hyatt
60K bonus + free Cat 1-4 night cert = 5+ nights at Hyatt Place Vilano Beach (~$900 value)
Weather in August
⚠️ Off-season — weather can be challenging
Air temp
74°–91°F
23°–33°C
Water temp
85°F
29°C
Rainfall
high
Crowds
Low
Hot, humid, hurricane season building.
Flights — JFK → JAX
EconomyJetBlue TrueBlue
JFK → JAX — check direct flights from JFK. JetBlue direct JFK-JAX — only nonstop option from NYC area
20,000
roundtrip
+ $11 taxes
Delta SkyMiles
JFK → JAX — check direct flights from JFK. Delta via ATL into JAX
22,000
roundtrip
+ $15 taxes
Top hotels for your points
Picked for best points value — Hyatt has the only fixed award chart left in major US hotels, so your points stretch the furthest here. Tap each option below for why it stands out.
Hyatt Place St. Augustine / Vilano Beach
Hyatt·Beach access, valueCat 3 — oceanfront at Vilano Beach, 10 min from historic downtown.
9.0K/12K/15K
off / std / peak · Hyatt Cat 3
$180/night cash
5 nights = 60,000 pts (~$900 value)
More hotels on points
Casa Monica Resort & Spa, Autograph Collection
Marriott Bonvoy·Historic downtown luxuryHistoric 1888 Moorish Revival hotel in the heart of the historic district; dynamic Marriott pricing.
60,000/night
$320/night cash
5 nights = 300,000 pts (~$1,600 value)
World Golf Village Renaissance St. Augustine Resort
Marriott Bonvoy·Golf, resort amenitiesGolf resort with spa, ~15 min from historic district; dynamic Marriott pricing.
40,000/night
$210/night cash
5 nights = 200,000 pts (~$1,050 value)
Trip Strategy — open these cards and the trip is mostly free
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.
60K bonus + free Cat 1-4 night cert = 5+ nights at Hyatt Place Vilano Beach (~$900 value)
$95/yr annual fee
75K UR → 20K JetBlue for RT flight + meals + Castillo tours
$795/yr annual fee
Your out-of-pocket budget for this trip
🚗 Historic district fully walkable; Old Town Trolley hop-on-hop-off; short drive/rideshare to Vilano and Anastasia beaches · vs. $1,120 full cash trip
What to see & do in St. Augustine, FL
Castillo de San Marcos
SightOldest masonry fort in the continental US (1695), coquina walls overlooking Matanzas Bay. National Monument, ranger talks.
St. Augustine Lighthouse & Maritime Museum
SightClimb 219 steps of the 1874 lighthouse for panoramic coastal views; maritime museum at the base.
St. George Street & Historic District
NeighborhoodPedestrian-only colonial-era street lined with shops, cafes, and the oldest wooden schoolhouse in the US.
Fountain of Youth Archaeological Park
Only hereSite of Ponce de León's legendary 1513 landing; springs, peacocks, and Timucuan archaeology exhibits.
Anastasia State Park & Vilano Beach
Beach1,600-acre park with white-sand beach, dunes, and a saltwater lagoon — easy day trip from downtown.
St. Augustine Distillery
FoodHoused in a 1907 ice plant; free tours and tastings of Florida-made rum, gin, and whiskey.
Events to know about
- Nov · Dec · Jan
Nights of Lights
Nov 21 - Jan 18 — over 3 million lights strung through the historic district; National Geographic-named one of the world's best holiday displays.
- Sep
Founder's Day
September 6 — reenactment and Mass marking Pedro Menéndez de Avilés founding the city in 1565.
- May
St. Augustine Food + Wine Festival
Early May — multi-day culinary celebration with tastings and chef events across the historic district.