AI Trip Planner
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
San Francisco, CA
Golden Gate, Napa wine country day trips, tech hub culture
Pay in cash
$2,600
$350 flight + $2,250 hotel
Pay with points
163,000 pts
+ $30 taxes & fees
Best card for this trip
Chase World of Hyatt
60K bonus = 2.4 more nights Andaz SF + free night cert
Weather in June
🌤️ Shoulder season — decent weather, fewer crowds
Air temp
54°–67°F
12°–19°C
Rainfall
low
Crowds
Moderate
Cool and foggy mornings
Flights — JFK → SFO
EconomyChase Ultimate Rewards
via Southwest Rapid Rewards
JFK → SFO — check direct flights from JFK. Chase UR → Southwest (via OAK or SJC)
25K/38K/55K
roundtrip · Wanna Get Away (dynamic)
+ $30 taxes
American AAdvantage
JFK → SFO — check direct flights from JFK. AA economy JFK-SFO
25,000
roundtrip
+ $20 taxes
Open to cover:Sapphire Preferred
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.
Andaz San Francisco
Hyatt·Walkable, lifestyleCat 5 — Union Square lifestyle.
21K/25K/29K
off / std / peak · Hyatt Cat 6
$450/night cash
5 nights = 125,000 pts (~$2,250 value)
Hyatt Regency San Francisco
Hyatt·Waterfront, transit hubCat 5 — Embarcadero with bay views.
21K/25K/29K
off / std / peak · Hyatt Cat 6
$400/night cash
5 nights = 125,000 pts (~$2,000 value)
Grand Hyatt San Francisco
Hyatt·Shopping, centralCat 5 — Union Square shopping district.
21K/25K/29K
off / std / peak · Hyatt Cat 6
$400/night cash
5 nights = 125,000 pts (~$2,000 value)
More hotels on points
The St. Regis San Francisco
Marriott Bonvoy·Ultra-luxury alternativeStandard category; off-peak 70K. SOMA luxury.
90,000/night
$700/night cash
5 nights = 450,000 pts (~$3,500 value)
Trip Strategy — open these cards and the trip is mostly free
Open Sapphire Preferred + World of Hyatt. Andaz SF (Cat 5) at Union Square — combined bonuses cover full 5-night stay + RT flight.
Your out-of-pocket budget for this trip
🚗 Muni/BART; rent car only for Napa day trip · vs. $2,600 full cash trip
What to see & do in San Francisco, CA
Golden Gate Bridge
SightWalk or bike across; best photos from Battery Spencer (Marin side) or Crissy Field.
Alcatraz Island
SightFerry from Pier 33 to former federal prison. Audio tour by former inmates.
Mission District
NeighborhoodBurritos at La Taqueria, murals in Balmy Alley, Dolores Park people-watching.
Fisherman's Wharf + Pier 39
SightSea lions, sourdough bread bowls, Aquarium of the Bay. Touristy but iconic.
Napa Valley
Day trip1-hour drive — 400+ wineries, fine dining. Take the wine train or hire a driver.
Tartine Bakery
FoodCult-status croissants and country bread. Mission location, lines move.
Events to know about
- Jun
SF Pride
HappeningLate June — million+ attendees, massive parade Sunday.
- Aug
Outside Lands Festival
Early-mid August — 3-day music festival in Golden Gate Park.
- Oct
Fleet Week
Early October — Blue Angels airshow over the Bay.