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2-Week Portugal Tour Packages
2-Week Portugal Tour Packages

2-Week Portugal Tour Packages

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Insider tips: Recommended 2-week Portugal itineraries

Compiled by

Portugal travel expert at TourRadar

MelissaPortugal travel expert at TourRadar

  • 14 Day The Azores Itinerary, incl. Sao Miguel and Faial

    The 14-day Azores adventure visits Sao Miguel, Sao Jorge, Pico and Faial islands. Hiking highlights include Sete Cidades crater (5km), Caldeira de Cima gorge (10km), and UNESCO vineyards (8.5km). Accommodations at centrally-located Neat Hotel Avedina and Azoris Faial Garden, rated 4.2/5.

    Map of Walking in the Azores
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    • Days 1-4

      Sao Miguel Island

      Begin in Ponta Delgada and explore this historic harbor city. Head to the famous Sete Cidades twin lakes early in the morning before fog sets in. Stop by Europe's oldest tea plantation at Gorreana and try a traditional Cozido lunch cooked in volcanic fumeroles at Furnas. Take time to relax in Terra Nostra's thermal pools but remember to pack dark swimwear since the mineral water can leave stains.

      14 Day The Azores Itinerary, incl. Sao Miguel and Faial
    • Days 5-7

      Sao Jorge Island

      Fly to the long island of Sao Jorge. The best part is walking down through Caldeira de Cima gorge to Faja dos Cubres. Pack good shoes with grip since the trail gets slippery. A visitor noted: "The hydrangea-lined paths and coastal views made this one of the best walks." On clear days you can hike along Pico da Esperanca ridge for some amazing views.

      14 Day The Azores Itinerary, incl. Sao Miguel and Faial
    • Days 8-10

      Pico Island

      Take a ferry to Pico, where Portugal's highest peak stands tall. Walk through the UNESCO-listed vineyards with their unique volcanic stone walls. One traveler suggested: "Book the optional whale watching early in your stay - trips often get cancelled due to weather so you want flexibility to reschedule." Take the Misterios do Sul coastal trail to see interesting lava formations.

      14 Day The Azores Itinerary, incl. Sao Miguel and Faial
    • Days 11-14

      Faial Island

      Finish your trip on beautiful Faial. Walk around the volcanic caldera rim if weather allows and visit the Capelinhos volcano center. Follow the trail through laurel forests down to Praia do Norte beach. Stay in Horta to watch boats come and go from the marina. The Azoris Faial Garden Hotel is a nice place to end your trip with its ocean views and swimming pools.

      14 Day The Azores Itinerary, incl. Sao Miguel and Faial
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  • 14 Day Portugal Itinerary, incl. Lisbon and Azores

    The 14-day Portuguese adventure covers 8 destinations including Lisbon, Ponta Delgada, and Funchal. Offering 12 hotel nights, 19 meals, featuring Sete Cidades' twin lakes, Furnas Valley's thermal pools, and Cabo Girão's glass skywalk for approx. $260 per day.

    Map of Portugal and Its Islands featuring Lisbon, Azores & Madeira Islands (2025)
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    • Days 1-4

      Lisbon

      Begin your Portugal adventure with 3 full days in the capital. Get to Belém Tower early on Day 2 before 9 AM to avoid the crowds. Explore downtown Lisbon's historic areas, where a fellow traveler shared: "The historic trams and steep hills reminded me of San Francisco, but with more character. Wear comfortable shoes with good grip – those cobblestones can be slippery!" Spend Day 3 morning in the Alfama district, Lisbon's oldest neighborhood. Book a food tour on your first full day to find authentic local restaurants since tourist areas near Praça do Comércio often overcharge. End your evening at a fado show in Bairro Alto but reserve in advance because good venues fill up quickly.

      14 Day Portugal Itinerary, incl. Lisbon and Azores
    • Days 5-8

      São Miguel, Azores

      Fly to Ponta Delgada in the morning (2.5 hours from Lisbon). Visit the Furnas Valley geothermal area, where they cook food underground using volcanic heat. A recent visitor noted: "The cozido das Furnas was incredible - watching them pull our stew from the ground was such a unique experience. Go early to see the cooking pits steaming in the morning mist." Visit Sete Cidades' twin lakes before 11 AM to catch clear views from Vista do Rei viewpoint before the fog rolls in. You can swim in the natural pools along Ribeira Grande coast, but know the water stays cool at about 70°F (21°C) year-round.

      14 Day Portugal Itinerary, incl. Lisbon and Azores
    • Days 9-12

      Madeira

      Fly to Funchal and enjoy Madeira's spring-like weather. Visit Mercado dos Lavradores early to see fish and flower vendors setting up. Take the cable car to Monte's botanical gardens with online tickets to avoid waiting in line. Join locals for poncha in the old town after 6 PM. A visitor suggests: "Don't miss the glass skywalk at Cabo Girão - go early or late to avoid tour buses. And bring a light jacket for the levada walks, even in summer. The mountain weather can change quickly."

      14 Day Portugal Itinerary, incl. Lisbon and Azores
    • Days 13-14

      Lisbon

      Back in Lisbon, take a day trip to Sintra or relax in Cascais. Schedule your departure flight after 3 PM to avoid morning traffic to the airport.

      14 Day Portugal Itinerary, incl. Lisbon and Azores
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  • 14 Days in Portugal, incl. Lisbon and Azores

    A 14-day Portuguese expedition spans 10 destinations across mainland and islands. Marvel at UNESCO sites like Belem Tower, São Miguel's Furnas Valley and Sete Cidades lakes, and Madeira's Funchal market and Porto Moniz pools, with 12 nights in premium hotels.

    Map of Portugal & Its Islands featuring Lisbon, Sintra, Azores & Madeira Islands (2024)
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    • Days 1-4

      Lisbon & Sintra

      Give yourself 3 full days to explore Lisbon. Head to Belém early (8:30 AM) to avoid the tour groups at the Tower of Belém and Maritime Monument. Take tram 28 through the old town but start at Martim Moniz station to skip the tourist crowds. For a Fado experience in Bairro Alto book dinner for 8:30 PM when most shows begin. Plan your Sintra trip early. Take the 8:15 AM train from Rossio Station (€5 round-trip) to get there before the buses arrive. Start at the National Palace then walk up to Pena Palace. The uphill walk is steep but offers better views than you'll get from the tourist buses.

      14 Days in Portugal, incl. Lisbon and Azores
    • Days 5-8

      São Miguel, Azores

      From Lisbon fly to Ponta Delgada (2.5 hours) and use it as your base for São Miguel island. Visit Terra Nostra Botanical Garden in the morning when the thermal pools are warmest. Bring water shoes since the iron-rich water can stain regular swimwear. Visit the Sete Cidades lakes viewpoint before 11 AM to avoid afternoon fog. Take the northern route through Ribeira Grande and stop at the European tea plantations. Get to Furnas Valley early to watch the cozido (stew) being pulled from the volcanic ground at 12:30 PM.

      14 Days in Portugal, incl. Lisbon and Azores
    • Days 9-12

      Madeira

      Fly to Funchal (2 hours from Azores). The historic center has lots of hills so stay near Avenida do Mar for easy access. Visit Mercado dos Lavradores before 11 AM to see the fish market in action. Take the morning cable car to Monte for the clearest views. Start with the easier Levada do Norte walk before trying the more challenging Pico do Arieiro. A previous visitor noted: "The Levada walks can be slippery - bring proper hiking shoes and don't attempt in flip-flops like we initially did!"

      14 Days in Portugal, incl. Lisbon and Azores
    • Days 13-14

      Return to Lisbon

      Take two full days back in Lisbon to explore new neighborhoods. Try staying in Principe Real for a different experience. Book evening flights out since morning traffic can add an hour to airport transfers.

      14 Days in Portugal, incl. Lisbon and Azores
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