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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.

Europe
Lisbon
Sun-drenched hilltop city where old-world charm meets Atlantic breezes and world-class wine
Pay in cash
$3,050
$950 flight + $2,100 hotel
Pay with points
245,000 pts
+ $120 taxes & fees
Best card for this trip
Chase Sapphire Preferred
Round-trip economy flights via 60K UR transfer to Aeroplan (~$950 value)
Weather in June
☀️ Peak season — ideal time to visit
Air temp
62°–81°F
17°–27°C
Rainfall
low
Crowds
Peak
Warm sunny days, cool evenings, low humidity
Flights — JFK → LIS
EconomyAeroplan
via Chase UR / Amex MR
JFK → LIS — check direct flights from JFK. Chase UR or Amex MR transfer to Aeroplan; book TAP Air Portugal or United codeshares NYC-LIS nonstop; solid sweet spot
60,000
roundtrip
+ $120 taxes
Flying Blue (Air France/KLM)
via Chase UR / Amex MR / Capital One
JFK → LIS — check direct flights from JFK. Transfer Chase UR, Amex MR, or Capital One to Flying Blue; promo awards drop to ~40K RT; reasonable carrier-imposed fees
50,000
roundtrip
+ $80 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.
Park Hyatt Lisbon
Hyatt·Luxury travelers wanting central location and Hyatt points redemptionFlagship Hyatt property in Lisbon; rooftop bar, spa, close to Avenida da Liberdade
28K/37K/46K
off / std / peak · Hyatt Cat 6
$420/night cash
5 nights = 185,000 pts (~$2,100 value)
More hotels on points
Bairro Alto Hotel
Marriott·Boutique luxury in Lisbon's most charming historic neighborhoodLeading Hotels of the World member, part of Marriott Bonvoy; stunning rooftop terrace views
40,000/night
$380/night cash
5 nights = 200,000 pts (~$1,900 value)
Hilton Lisbon
Hilton·Mid-range travelers seeking reliable Hilton points redemption near AvenidaSolid Hilton property with pool; walking distance to Marquis de Pombal and major sights
50,000/night
$220/night cash
5 nights = 250,000 pts (~$1,100 value)
Trip Strategy — open these cards and the trip is mostly free
Chase Sapphire Preferred welcome bonus (60K UR) covers economy flights for one via Aeroplan transfer; Amex Gold bonus (60K MR) covers hotel nights via Flying Blue or Marriott transfer. Together these two cards can nearly eliminate flight and hotel costs for a 5-night trip.
Round-trip economy flights via 60K UR transfer to Aeroplan (~$950 value)
$95/yr annual fee
3-4 hotel nights via Marriott transfer or cash offset through Amex Travel portal (~$900 value)
$325/yr annual fee
Your out-of-pocket budget for this trip
🚗 Lisbon has excellent trams, metro, buses, and Uber; trams 28E and 15E are iconic tourist routes; day pass ~$10 USD · vs. $3,050 full cash trip
What to see & do in Lisbon
Alfama District & Sao Jorge Castle
NeighborhoodLisbon's oldest moorish quarter with winding cobblestone alleys, Fado bars, and a hilltop castle with panoramic city views
Pasteis de Belem - Original Custard Tarts
FoodQueue for the original pastel de nata at the 1837 bakery in Belem; the secret recipe has never changed
Jeronimos Monastery & Tower of Belem
SightUNESCO-listed Manueline masterpieces along the Tagus River; built to celebrate Vasco da Gama's discoveries
Day Trip to Sintra
Day tripFairy-tale palaces and castles perched above Atlantic forests; only 40 minutes by train from Rossio station
Ride Tram 28E Through Historic Hills
Only hereThe iconic yellow tram winds through Alfama, Graca, and Mouraria neighborhoods - a moving sightseeing tour
Fado Show in Mouraria
NightlifeExperience Portugal's haunting soul music in its birthplace neighborhood; intimate venues with live guitar and vocals
Events to know about
- Jun
Festas de Lisboa (Festival of Lisbon)
HappeningMonth-long celebration of Saint Anthony with street parties, grilled sardines, and parades throughout the city in June
- Jul
NOS Alive Music Festival
Major international music festival in Algues drawing top global acts; held over several days in early July
- Jul · Aug
Lisboa na Rua - Summer Culture Festival
Free outdoor concerts, theater, and art events across Lisbon's parks and public spaces all summer long
- Mar
Lisbon Half Marathon
Scenic race along the Tagus River waterfront attracting tens of thousands of runners from around the world