Best of Portugal Vacation Packages

The Portugal experience can be many things, and it can be overwhelming trying to decide what to do and how to 'fit everything in' to your trip. Whether you prefer outdoor adventures, culinary experiences, relaxing escapes, or buzzing cities full of history and culture, our 'Best of' packages have it all! Go sightseeing in historical cities like Lisbon and Porto, enjoy a wine tasting in the Douro Valley, visit remarkable UNESCO World Heritage Sites, or experience modern street art and traditional Fado music! Whatever you choose, leave the details to us and remember to have fun!
Best Vacation Packages:
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6 nights from $1,433*More details›
Destinations to Discover
Regions of Portugal
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The Algarve may be best known for its long, hot summers and glorious beaches but make no mistake, there is more to see and do here than lounge lazily on the sand and soak up the sun. The scents, the sounds, and the foods are the real takeaways here.
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Plains extend as far as the eye can see; stretching from the mighty Tejo (Tagus) River towards the Algarve and framed in the east by the Sao Mamede mountains on the Spanish border. This is the Alentejo.
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Nearby Lisbon, sunny shores beckon with a dizzying array of culture, activities, food, music, art, and relaxation.
Portuguese Islands
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Madeira Island
Madeira makes for a wonderful year round holiday destination with its stunning natural scenery, welcoming and hospitable natives, a glorious climate, excellent tourist facilities and tremendous value for money.
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The Azores
The warmth, beauty and old-world charm of the Azores will envelop you as soon as you step off the plane. With Renaissance-era avenues, lush vegetation, and a proclivity for eco-consciousness, any stay here will leave you breathless.
SUGGESTED ITINERARIES
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Experience Lisbon Getaway: Fado and The Age of Discovery6 nights from $1,112*› - Flight into and out of Lisbon
- Hotel for 6 nights in Lisbon
Curated Experiences Based on Availability: - Guided City Tour, visiting iconic sights and popular neighborhoods
- Dinner and Fado Show
- Food and Wine Tour
- Day Trip to Sintra
Your price will only include confirmed activities; some tours may collect for entrance fees or attraction tickets on site.
Try our flexible Essential Series package with hotels, transportation and optional activities that you can customize! -
Experience Lisbon and Porto6 nights from $1,014*› - Flight into Lisbon and out of Porto
- Hotel for 3 nights in Lisbon
- Train from Lisbon to Porto
- Hotel for 3 nights in Porto
Curated Experiences Based on Availability: - Guided City Tours of Lisbon and Porto, visiting iconic sites and popular neighborhoods
Your price will only include confirmed activities; some tours may collect for entrance fees or attraction tickets on site.
Easily upgrade your vacation to a Luxury Private Guided experience, featuring upgraded hotels, curated private activities, and more, or try our flexible Essential Series package with hotels, transportation and optional activities that you can customize! -
The Best of Porto6 nights from $1,166*› - Flight into and out of Porto
- Hotel for 6 nights in Porto
Curated Experiences Based on Availability: - Guided City Walking Tour
- Food Tour
- Fado Show and Dinner
- Porto Wine Tour
Your price will only include confirmed activities; some tours may collect for entrance fees or attraction tickets on site. -
Experience Lisbon plus the Estoril Coast6 nights from $1,587*› - Flight into and out of Lisbon
- Hotel for 6 nights in Lisbon
Curated Experiences Based on Availability: - Guided City Walking Tour
- Food and Wine Tour
- Day Trip to The Estoril Coast
Your price will only include confirmed activities; some tours may collect for entrance fees or attraction tickets on site. -
Experience Lisbon plus Historic Central Portugal (Fatima - Nazare - Obidos - Tomar)6 nights from $1,656*› - Flight into and out of Lisbon
- Hotel for 6 nights in Lisbon
Curated Experiences Based on Availability: - Guided City Walking Tour
- Day Trip to Fatima, Batalha, Nazare, Obidos and Tomar, visiting iconic sights and popular neighborhoods
- Food and Wine Tour
Your price will only include confirmed activities; some tours may collect for entrance fees or attraction tickets on site.
Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city while enjoying included, curated activities that enhance your experience!
Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city while enjoying included, curated activities that enhance your experience!
Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city while enjoying included, curated activities that enhance your experience!
Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city while enjoying included, curated activities that enhance your experience!
Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city while enjoying included, curated activities that enhance your experience!
Experiences & Adventures
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Discover Portugal with Tripmasters Chauffeured Collection packages, including private car transfers between your destinations with stops at charming towns, local attractions, UNESCO World Heritage Sites, and more!
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Get a true taste of Portugal by sampling local delicacies as well as world famous wines. Our culinary experiences range from traditional Portuguese cooking classes, to vineyard tours to Fado shows and dinner.
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If you're looking for something a little more adventurous than the usual city tour or if you just want to appreciate Portugal's spectacular scenery then try one of our packages including activities like bike tours, sailing experiences, surfing lessons, dolphin watching excursions, day trips to National Parks, sunset cruises and more!
Portugal Customer Reviews
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Great to have someone else help plan a trip for me! All the hotels were very nice, the ground transportation between cities worked seamlessly, and the ...Traveled on: 9/23/2026
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I was not satisfied with the hotel in Coimbra because it was a box not a hotel. No Window in the room and it felt at risk of fire dangers and with no ...Traveled on: 9/16/2026
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We traveled from the U.S. to Portugal, with stays in Lisbon and Porto. Booking was easy and expectations were exceedingly met. I was a bit concerned ...Traveled on: 9/13/2026
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We missed one tour as we were confused about the meeting place. The directions said pick up at Hotel. Did not see below that the meeting place was no ...Traveled on: 9/9/2026
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Everything went as good as was expected. The provided app is a great tool! Thank you T ...Traveled on: 9/9/2026
















