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On Sale
Self Drive
São Miguel: Fly & Drive
6 nights
Flights
Hotel
Rental Car
From$899$999$100 off
On Sale
Guided Group Tours
São Miguel: 8-Day Guided Adventure
7 nights
Flights
Hotel
Transfer
1 Experience
From$1,299$1,849$550 off
On Sale
Island Hopping
The Azores: São Miguel & Terceira
7 nights
Flights
Hotels
Transfers
From$919$1,119$200 off
Independent
São Miguel: Essential Travel Pack
6 nights
Flights
Hotel
Transfer
From$739
On Sale
Island & City Combos
Lisbon & The Azores: A Dream Trio
9 nights
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Hotels
Transfers
From$1,249$1,549$300 off
On Sale
Island Hopping
The Azores: São Miguel, Faial & Terceira
8 nights
Flights
Hotels
Transfers
From$1,099$1,449$350 off
On Sale
Self Drive
São Miguel & Terceira: Fly & Drive
7 nights
Flights
Hotels
Rental Cars
From$999$1,449$450 off
On Sale
Island Hopping
The Azores: Discover The Triangle
9 nights
Flights
Hotels
Transfers
Boats
From$1,189$1,789$600 off
Independent
Terceira: Essential Travel Pack
6 nights
Flights
Hotel
Transfer
From$799
On Sale
Guided Group Tours
2-Week Adventure: 5 Islands Experience
14 nights
Flights
Hotels
Transfers
7 Experiences
From$2,559$3,259$700 off
Self Drive
São Miguel & Madeira: Fly & Drive
7 nights
Flights
Hotels
Rental Cars
From$1,099
On Sale
Island Hopping
The Azores: Explore All 9 Islands
22 nights
Flights
Hotels
Boats
1 Experience
From$2,599$4,099$1,500 off
Island Hopping
Portuguese Islands: São Miguel & Madeira
7 nights
Flights
Hotels
Transfers
From$1,019
On Sale
Island & City Combos
Lisbon & São Miguel
7 nights
Flights
Hotels
Transfers
From$899$1,199$300 off
On Sale
Guided Group Tours
The Azores & Madeira: 16-Day Guided Adventure
15 nights
Flights
Hotels
Transfers
2 Experiences
From$2,149$2,749$600 off
On Sale
Guided Group Tours
The Azores: Islands of Adventure
10 nights
Flights
Hotels
Transfers
4 Experiences
From$1,249$1,799$550 off
On Sale
Island Hopping
The Azores: Faial, Flores & São Miguel
10 nights
Flights
Hotels
From$1,239$1,539$300 off
Island Hopping
The Azores: São Miguel, Pico & Terceira
10 nights
Flights
Hotels
From$1,149
On Sale
Island & City Combos
Portuguese Trio: Porto, São Miguel & Lisbon
9 nights
Flights
Hotels
Transfers
From$1,329$1,729$400 off
On Sale
Self Drive
São Miguel: Unwind & Discover (Premium)
7 nights
Flights
Hotels
Rental Cars
From$1,349$1,749$400 off
On Sale
Independent
São Miguel: 5-Star Island Escape
6 nights
Flights
Hotel
Transfer
From$959$1,159$200 off
On Sale
Self Drive
Terceira: Fly & Drive
6 nights
Flights
Hotel
Rental Car
From$859$1,059$200 off
Island & City Combos
São Miguel & Old-Charm Porto
6 nights
Flights
Hotels
From$1,009
Island Hopping
The Azores: São Miguel, Flores & Corvo
7 nights
Flights
Hotels
1 Experience
From$1,069
Island & City Combos
Trio Treasures: Terceira, Porto & Lisbon
9 nights
Flights
Hotels
Transfers
From$1,359
On Sale
Guided Group Tours
São Miguel: Food, Wine & Heritage Guided Adventure
7 nights
Flights
Hotel
Transfer
1 Experience
From$3,099$6,199$3,100 off
Island & City Combos
Lisbon, São Miguel & Madeira
8 nights
Flights
Hotels
Transfers
From$1,389
On Sale
Guided Group Tours
São Miguel: Local Gin, Food & Eco Fun
6 nights
Flights
Hotel
Rental Car
2 Experiences
From$1,239$1,439$200 off
Guided Group Tours
São Miguel & Terceira: 15-Day Guided Adventure
14 nights
Flights
Hotels
Transfers
2 Experiences
From$2,099
Island Hopping
The Azores: São Miguel & Faial
8 nights
Flights
Hotels
From$1,019
On Sale
Guided Group Tours
Madeira: Ultimate Guided Adventure
7 nights
Flights
Hotel
Transfer
1 Experience
From$1,349$1,749$400 off
Guided Group Tours
Hiking the Islands: São Miguel & Madeira
10 nights
Flights
Hotels
Transfers
5 Experiences
From$1,399
Island Hopping
Gran Canaria, Madeira & The Azores: Summer Edition
9 nights
Flights
Hotels
Transfers
From$1,939
Island & City Combos
Lisbon & Trio of Portuguese Islands
11 nights
Flights
Hotels
From$1,519
Independent
Madeira: Essential Travel Pack
6 nights
Flights
Hotel
Transfer
From$899
On Sale
Self Drive
São Miguel & Pico: Fly & Drive
7 nights
Flights
Hotels
Rental Cars
From$949$1,349$400 off
Guided Group Tours
The Azores: Pico & São Miguel Wine & Dine
7 nights
Flights
Hotels
Transfers
4 Experiences
From$1,409
On Sale
Island & City Combos
Lisbon & The Azores: Terceira, Faial & Pico
9 nights
Flights
Hotels
Transfers
1 Experience
From$1,399$1,849$450 off
On Sale
Independent
Lisbon & Welcoming Terceira
7 nights
Flights
Hotels
Transfers
From$1,049$1,299$250 off
On Sale
Independent
The Triangle & São Miguel: Summer Edition
7 nights
Flights
Hotels
Transfers
3 Experiences
From$1,699$2,349$650 off
Solo Traveler
São Miguel: Solo Traveler Adventure
6 nights
Flights
Hotel
Transfer
3 Experiences
From$1,879
Guided Group Tours
Trio of Islands: 23-Day Guided Adventure
22 nights
Flights
Hotels
Transfers
3 Experiences
From$2,699
Self Drive
Madeira: Fly & Drive
6 nights
Flights
Hotel
Rental Car
From$1,019
Independent
São Miguel & Madeira: Extended Vacation
14 nights
Flights
Hotels
Transfers
2 Experiences
From$1,599
Solo Traveler
Terceira: Solo Traveler Adventure
6 nights
Flights
Hotel
Transfer
3 Experiences
From$1,249
On Sale
Self Drive
Évora, Algarve & Lisbon: Road Trip
7 nights
Flights
Hotels
Rental Cars
From$999$1,449$450 off
Self Drive
São Miguel: Luxury Spa & Beach Retreat
6 nights
Flights
Hotel
Rental Car
3 Experiences
From$1,349
On Sale
Island & City Combos
Immersive Portugal: Full Country Tour
13 nights
Flights
Hotels
Transfers
6 Experiences
From$1,799$3,589$1,790 off
Self Drive
Mazagón & Algarve: Summer Road Trip
7 nights
Flights
Hotels
Rental Cars
1 Experience
From$1,549
On Sale
Self Drive
Madeira: Coast to Coast Luxury Road Trip
8 nights
Flights
Hotels
Rental Cars
From$1,549$2,149$600 off
Solo Traveler
São Miguel: Solo 8-Day Guided Adventure
7 nights
Flights
Hotel
Transfer
1 Experience
From$1,549
Guided Group Tours
Terceira: 8-Day Guided Adventure
7 nights
Flights
Hotel
Transfer
1 Experience
From$1,299
On Sale
Solo Traveler
São Miguel & Terceira: Solo Traveler Adventure
7 nights
Flights
Hotels
Transfers
4 Experiences
From$1,399$1,799$400 off
Guided Group Tours
Madeira & Porto: 15-Day Guided Adventure
14 nights
Flights
Hotels
Transfers
2 Experiences
From$2,099
Self Drive
Algarve: Fly & Drive
6 nights
Flights
Hotel
Rental Car
From$899
Island Hopping
The Azores: Santa Maria & São Miguel
6 nights
Flights
Hotels
Transfers
From$929
Independent
Lisbon & Joyful Madrid
6 nights
Flights
Hotels
From$979
Island & City Combos
Lisbon & Lush Madeira Island
6 nights
Flights
Hotels
From$1,099
Self Drive
Lisbon & Sunny Algarve: Road Trip
7 nights
Flights
Hotels
Rental Cars
From$1,109
Independent
Portugal by Train: City Highlights
9 nights
Flights
Hotels
Transfers
6 Experiences
From$1,249
Independent
Portugal by Train: Évora, Algarve & Lisbon
8 nights
Flights
Hotels
Transfers
7 Experiences
From$1,299
Self Drive
Lisbon & Northern Regions: Road Trip
7 nights
Flights
Hotels
Rental Cars
From$1,319
On Sale
Independent
Barcelona & The Azores: From Spain to Paradise
7 nights
Flights
Hotels
Transfers
2 Experiences
From$1,349$1,649$300 off
Independent
São Miguel & Terceira: Extended Vacation
14 nights
Flights
Hotels
Transfers
2 Experiences
From$1,369
On Sale
Guided Group Tours
São Miguel: 5-Star Foodie Experience
6 nights
Flights
Hotel
Transfer
4 Experiences
From$1,399$1,699$300 off
Self Drive
Southern Style Road Trip: Portugal & Spain
12 nights
Flights
Hotels
Rental Cars
From$1,399
On Sale
Guided Group Tours
Madeira: Your Exclusive Experience
8 nights
Flights
Hotel
Transfer
3 Experiences
From$1,439$1,839$400 off
Self Drive
Southern Spain & The Algarve: Road Trip
9 nights
Flights
Hotels
Rental Cars
From$1,439
Self Drive
Portugal: Off-Road Wine Experience
6 nights
Flights
Hotels
Rental Cars
4 Experiences
From$1,489
Self Drive
Algarve: Summer Escape
6 nights
Flights
Hotel
Rental Car
1 Experience
From$1,529
On Sale
Self Drive
Punta Umbría & Algarve: Summer Road Trip
7 nights
Flights
Hotels
Rental Cars
1 Experience
From$1,549$1,849$300 off
On Sale
Guided Group Tours
São Miguel: Summer Adventure
6 nights
Flights
Hotel
Transfer
3 Experiences
From$1,549$1,849$300 off
Island Hopping
São Miguel & Terceira: Summer Edition
7 nights
Flights
Hotels
Rental Cars
3 Experiences
From$1,599
Solo Traveler
Madeira: Solo Ultimate Guided Adventure
7 nights
Flights
Hotel
Transfer
1 Experience
From$1,649
Self Drive
São Miguel: Summer Freedom
6 nights
Flights
Hotel
Rental Car
2 Experiences
From$1,669
Self Drive
Madeira: Summer Special Sale
8 nights
Flights
Hotel
Rental Car
1 Experience
From$1,849
On Sale
Island Hopping
The Azores & Madeira: Summer Edition
7 nights
Flights
Hotels
Rental Cars
4 Experiences
From$1,889$2,389$500 off
Guided Group Tours
São Miguel & Porto: 15-Day Guided Adventure
14 nights
Flights
Hotels
Transfers
3 Experiences
From$1,999
Independent
Porto, Madeira & Pico: Wine Affair
10 nights
Flights
Hotels
Transfers
6 Experiences
From$2,089
Guided Group Tours
Madeira & Lisbon: 15-Day Guided Adventure
14 nights
Flights
Hotels
Transfers
2 Experiences
From$2,099
On Sale
Guided Group Tours
Pico & São Miguel: 10-Day Guided Adventure
10 nights
Flights
Hotels
Transfers
2 Experiences
From$2,099$2,599$500 off
Guided Group Tours
São Miguel & Lisbon: 15-Day Guided Adventure
14 nights
Flights
Hotels
Transfers
2 Experiences
From$2,149
Self Drive
Madeira: Summer Escape
6 nights
Flights
Hotel
Rental Car
2 Experiences
From$2,169
Guided Group Tours
Pico & São Miguel: 10-Day Active Guided Adventure
10 nights
Flights
Hotels
Transfers
2 Experiences
From$2,239
On Sale
Guided Group Tours
The Triangle Islands: 9-Day Slow Pace Guided Adventure
8 nights
Flights
Hotels
Transfers
1 Experience
From$2,549$4,049$1,500 off
Independent
Portugal: Full Country Wine & Sunset Tour
12 nights
Flights
Hotels
Transfers
15 Experiences
From$2,559
Guided Group Tours
Lisbon & the Azores: 22-Day Guided Adventure
21 nights
Flights
Hotels
Transfers
3 Experiences
From$2,699
Solo Traveler
The Azores & Madeira: Solo 16-Day Guided Adventure
15 nights
Flights
Hotels
Transfers
2 Experiences
From$2,899
Guided Group Tours
Porto, São Miguel & Lisbon: 22-Day Guided Adventure
21 nights
Flights
Hotels
Transfers
3 Experiences
From$2,949
Guided Group Tours
Portugal & Beyond: 10-Day Guided Adventure
9 nights
Flights
Hotels
Transfers
1 Experience
From$3,349
On Sale
Guided Group Tours
Best of Portugal & Spain: 14-Day Guided Adventure
13 nights
Flights
Hotels
Transfers
1 Experience
From$4,249$6,249$2,000 off
Guided Group Tours
Northern Spain & Portugal: 15-Day Guided Adventure
14 nights
Flights
Hotels
Transfers
1 Experience
From$4,499
Private Tours
Portugal's Food & Wine Affair: 11-Day Premium Guided Tour
10 nights
Flights
Hotels
Transfers
1 Experience
From$4,949
Solo Traveler
Best of Portugal & Spain: 14-Day Group Tours for Solo Travelers
13 nights
Flights
Hotels
Transfers
1 Experience
From$5,799
Solo Traveler
Spain & Portugal: 15-Day Group Tours for Solo Travelers
14 nights
Flights
Hotels
Transfers
1 Experience
From$6,049