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This sample price: priced within the past 7 days for arrival on 9/4/2025, departure from Boston BOS (MA), US. Choose your own departure city, cabin type and dates.
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This is a suggested independent itinerary that you customize. Please select the best flights, hotels, trains, activities, transportation and number of nights in each destination to fit your needs.
Three of fantastic Portugal`s
cities are at your disposal with this customizable package. Start in Porto (the former residence of the Royal Family, medieval cathedrals, concert halls, a national library and museums); and then, take a train to Lisbon (the capital of Portugal; full of medieval charm and modern sensibilities). After that, catch a flight to Sao Miguel (a glorious island filled with ocean views and volcanic scenery) at the Azores.
What Makes Tripmasters Vacation Packages Different? Unique, fully custom approach to vacation planning Add inbound and outbound flights and choose your preferred cabin class Select up to 14 nights in each city during your stay Choose from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more) Add transfers, activities and experiences, and more services to enhance your vacation Live phone and chat support
This 9 night sample itinerary includes:
Flight into Porto and out of Ponta Delgada
Hotel for 3 nights in Porto
Train from Porto to Lisbon
Hotel for 3 nights in Lisbon
Flight from Lisbon to (Sao Miguel Island) Ponta Delgada
Hotel for 3 nights in (Sao Miguel Island) Ponta Delgada
Lisbon (327)Porto (125)Ponta Delgada (Sao Miguel Island) (13)
Trip Summary
3 nights in Porto
Porto (also known as Oporto) is the second city of Portugal, and a hub for the northern part of the country in terms of arts, entertainment, culture and shopping. Previously conquered by the Celts, Romans and Moors, Porto has been a jewel in the Portuguese royal crown for nearly a millennium. The city offers art treasures, medieval cathedrals, museums, shopping, and delicious food and drink, all while tourists enjoy breathtaking views of the River Douro, which empties into the Atlantic just three miles from the city center. Don't miss the center, in particular the Ribeira neighborhood, which is a UNESCO World Heritage Site.
Visit Porto Cathedral (Sé), Clerigos Church and Tower, Palacio da Bolsa, the gardens at the Palacio de Cristal, Ponte Dom Luis I, the port wine lodges of Vila Nova de Gaia, the Funicular dos Guindais, Praça da Liberdade, Avenida dos Aliados, and so much more!
3 nights in Lisbon
Lisbon, a dazzling city stretching along the Tagus river, makes an enchanting European capital. Its nucleus, an ancient fortress, is now circled by neighborhoods drenched with medieval charm. Handcrafts - from embroidery to leatherwork - are peddled right on the streets. At night, yellow electric tramcars continue to wind their way up and down the hills to the sound of traditional Fado songs. Ample opportunities exist for seeing popular celebrations, for shopping, and for enjoying the nightlife along the riverbank.
Visit Alfama, Baixa and Chiado, Se de Lisboa, Sao Roque Church, Mosteiro dos Jeronimos, Torre de Belem, Discoveries Monument, Museu Nacional dos Coches, Parque das Nacos, Elevador de Santa Justa, Tram 28 and so much more!
3 nights in Ponta Delgada (Sao Miguel Island)
Sao Miguel is the largest and most popular of the Azores Islands chain. Portuguese explorers and settlers first inhabited Sao Miguel Island in the 15th century and were so impressed with the tranquil, lush isle that they dubbed it the Green Island. You can stroll down historic avenues in the capital Ponta Delgada, swim with the dolphins, or sun yourself on lakeshores formed by underwater massifs -- all in one day!
Explore the Portas da Cidade, Lagoa das Sete Cidades, Mercado da Graca, Jardim Antonio Borges, Museu Carlos Machado, and more!
Day 10
Departing from Ponta Delgada (Sao Miguel Island)
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Porto Hotels (239 total)
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Lisbon Hotels (226 total)
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Ponta Delgada (Sao Miguel Island) Hotels (30 total)
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Tours in Porto (412 total)
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Tours in Lisbon (1149 total)
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Tours in Ponta Delgada (Sao Miguel Island) (82 total)
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Package Map Picture
Portugal
Thousands of years of history are on full display in vibrant <b>Portugal</b>, fast becoming one of the most popular tourist destinations in western Europe. Each region of Portugal offers something unique to the traveler, like unparalleled beaches and resorts in the Algarve; rolling plains that lead to mountains in the Alentejo; delicious food and drink in the Minho and the Douro River Valley; and of course the country's bustling capital, Lisbon, which boasts the best of everything that Portugal has to offer, from restaurants to historical landmarks.
The package rates displayed are your total price per person based on Double Occupancy and your Arrival Date and Number of Nights selected.
You can change details after selecting your travel date.
*Sample prices on display include ALL taxes & fuel surcharges... read more
close [x] * Sample prices displayed include international and domestic airline tickets as per itinerary and ALL airline-related taxes and fuel surcharges and are per person, based on double occupancy, and are dynamic in nature. Prices do not include insurance or delivery charges which are optional and customizable by the traveler. The airfare portion of the itinerary price is based on economy class, midweek departure. Prices do not include fees for carry on or checked baggage which can add additional fees per ticket on a roundtrip flight based on carrier charges. It also does not include any entrance fees or visa fees that may be charged at international airports. Some cities may charge local taxes that can only be collected by hotel at destination.
Prices were accurate at the time we posted them. Sample prices were for a specific travel date and specific departure airport, as indicated. Your prices will vary according to departure cities and travel dates. We do not control prices (airlines and hotel reservation systems do). Prices may change dynamically and at times significantly numerous times during any given day.
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Porto - Lisbon and Sao Miguel
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Porto
Porto (also known as Oporto) is the second city of Portugal, and a hub for the northern part of the country in terms of arts, entertainment, culture and shopping. Previously conquered by the Celts, Romans and Moors, Porto has been a jewel in the Portuguese royal crown for nearly a millennium. The city offers art treasures, medieval cathedrals, museums, shopping, and delicious food and drink, all while tourists enjoy breathtaking views of the River Douro, which empties into the Atlantic just three miles from the city center. Don't miss the center, in particular the Ribeira neighborhood, which is a UNESCO World Heritage Site.
Visit Porto Cathedral (Sé), Clerigos Church and Tower, Palacio da Bolsa, the gardens at the Palacio de Cristal, Ponte Dom Luis I, the port wine lodges of Vila Nova de Gaia, the Funicular dos Guindais, Praça da Liberdade, Avenida dos Aliados, and so much more!
Lisbon, a dazzling city stretching along the Tagus river, makes an enchanting European capital. Its nucleus, an ancient fortress, is now circled by neighborhoods drenched with medieval charm. Handcrafts - from embroidery to leatherwork - are peddled right on the streets. At night, yellow electric tramcars continue to wind their way up and down the hills to the sound of traditional Fado songs. Ample opportunities exist for seeing popular celebrations, for shopping, and for enjoying the nightlife along the riverbank.
Visit Alfama, Baixa and Chiado, Se de Lisboa, Sao Roque Church, Mosteiro dos Jeronimos, Torre de Belem, Discoveries Monument, Museu Nacional dos Coches, Parque das Nacos, Elevador de Santa Justa, Tram 28 and so much more!
Sao Miguel is the largest and most popular of the Azores Islands chain. Portuguese explorers and settlers first inhabited Sao Miguel Island in the 15th century and were so impressed with the tranquil, lush isle that they dubbed it the Green Island. You can stroll down historic avenues in the capital Ponta Delgada, swim with the dolphins, or sun yourself on lakeshores formed by underwater massifs -- all in one day!
Explore the Portas da Cidade, Lagoa das Sete Cidades, Mercado da Graca, Jardim Antonio Borges, Museu Carlos Machado, and more!