Madeira - a picturesque island covered with rocks in Portugal

Luxury Portugal Tour to Remember

Ratings of Zicasso's Service
Customizable Itinerary

This is a sample itinerary to inspire a personalized trip designed with your travel specialist

Countries Visited


Places Visited

Madeira, Porto, Palacio da Bolsa, Se do Porto...

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Suggested Duration

10 Days

Luxury is found throughout every experience with this celebration of Portugal. From three eclectic bases, you will journey into the culture and charms of a nation. Enjoy a tasting with the winemakers in Porto cellars, sailing around Madeira, and insider insight in Lisbon. Move through fairytale palaces, medieval walled towns, volcanic mountains, fishing villages, ceramic baroque masterpieces, and everything in between. Privately guided, this 10-day luxury tour has been handcrafted to take you...

Customizable Itinerary

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Trip Highlights

  • Discover more with entirely private tours and a handpicked selection of local experiences that will enable you to travel far beyond the suggestions of any guidebook
  • Escape into the wilderness of Madeira to find a dramatic cliff-strewn island that is fully attuned to the rhythm of nature
  • Celebrate the eclectic history of Porto, from the beautiful blue ceramics to the pungent wine cellars and the cobbled World Heritage center
  • Spend a day cruising along the Douro River, beneath lush vineyard terraces and distant castle ruins
  • Explore the medieval fantasies dotted around Portugal, like the walled city of Obidos and the fairytale castles of Sintra
  • Immerse yourself in the local side of Lisbon to discover distinctive neighborhoods with your expert local guide
  • Take a journey into rural Portugal as Alentejo is a region of enchantment with evocatively narrow whitewashed streets
  • Spend a day in Madeira to cruise around the Atlantic on a private yacht, and then another day crossing the rugged mountains of the island’s interior
  • Experience Portugal as an insider as you connect with local culture while absorbing the proud inimitability of a country that holds true to its past

Detailed Description

Portugal dazzles with authenticity as medieval cities are packed with cobbles and charm, a river weaves through the old Port vineyards, scenes are painted in colorful blue tiles, and traditional food has been given a contemporary local makeover. The great highlight of Portugal is the opportunity to uncover the realities of each region of this beautiful country. The great challenge is knowing where to go and who to meet, for this is not a country that widely advertises its great pleasures as rather they are kept secret and low-key as one means of preserving the authenticity. On this luxury 2020 tour, you will be guided privately by local experts, and their insider knowledge will ensure that you go far beyond what is found in the guidebooks and into a land that is proud of its tradition and unseen heritage.

This luxury tour includes three nights on the island of Madeira, two in Porto, then four nights in capital city Lisbon. Each day is led by local specialists, so whether you are meeting the winemakers in a Porto cellar, exploring pre-Moorish history in Sintra, or cruising around Madeira in a private yacht, your excursions will showcase electric highlights.  This will allow you to taste both the urban and the rural pleasures, as well as the scent of wilderness that Portugal’s coast can provide. As you cross the country, there will be a focus on all the paradigms as every day will celebrate the very best of what Portugal has to offer: culture, history, cuisine, wine, landscapes, beaches, medieval cities and colorful modern neighborhoods.

First Madeira, the redolent island off the coast of Africa. Local markets and private studios are among the stops on your first day, complemented by a four-wheel drive adventure across the heart of the island the next. Set sail the following day as dramatic cliffs serve as the backdrop to the serene Atlantic waters and beaches that are inaccessible by land.  You could also choose to follow Madeira’s hiking trails instead, as with its wild feel and tranquil atmosphere, the island is an easy way to start your discovery of luxury Portugal.

Fly to Porto the next day, and your boutique hotel will overlook the port cellars and the bridge to the historical center. So many beautiful buildings fill this living UNESCO World Heritage Site, the liberal use of blue tiles connect the Roman, medieval, baroque and contemporary. Spend an afternoon exploring with one of the city’s pre-eminent guides, before a day on the Douro River. Like so much in Portugal, the private ravelo boat cruise blends adventure and discovery with a laid-back cadence. The drive south to Lisbon will provide an opportunity to explore further with a stop in 13th-century Coimbra and the whitewashed brilliance of medieval Obidos.

Lisbon can be vibrant and colorful, and the Portuguese capital can also be soothing and sublime. Built across seven hills, it is a city with many different sides, and all will be experienced on a private tour with an insider. There’s the eye-catching Alfama and the monuments of Belem, but also neighborhoods of vintage stores and grand cathedrals that overlook the city. Enjoy unique encounters with esteemed local artists, travel further afield to the fairytale world of Sintra, take a day in the fabulous Alentejo region, and return each evening to a version of Lisbon that best suits your mood. You will quickly understand why Portugal has been one of the world’s most talked about destinations throughout recent years.  Begin planning your dream Portugal tour by connecting with one of our luxury Portugal travel companies.

Starting Price

$7,145 per person (excluding international flights)

Your Zicasso trip is fully customizable, and this sample itinerary is a starting place for your travel plans. Actual costs are dynamic, and your selection of accommodations and activities, your season of travel, and other such variables will bring this budget guideline up or down. Throughout your planning experience with your Zicasso specialist, your itinerary is designed around your budget. You can book your trip when you are satisfied with every detail. Planning your trip with a Zicasso travel specialist is a free service.

What's Included

  • Accommodations
  • In-country transportation
  • Some or all activities and tours
  • Expert trip planning
  • 24x7 support during your trip

Your final trip cost will vary based on your selected accommodations, activities, meals, and other trip elements that you opt to include.

Reviews of Zicasso's Referral Service

4.93 stars based on 1077 reviews.

Portugal Trip Review: Lisbon, Porto, Obidos, Braga, Sintra,...
“We had a wonderful 11 nt. trip to Portugal…”

Reviewed By Nancy H.

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"We couldn’t have asked for a better experience. I would...

Reviewed By April M.

Portugal Trip Review: Lisbon, Porto, Algarve, Sintra, Douro...
"Five stars isn’t a high enough rating! We found this travel...

Reviewed By Howard R.

Portugal Luxury Company Trip Review: Porto, Sintra, Douro...
"We could not have been more pleased with the trip Zicasso’s...

Reviewed By Mark K.

Portugal Luxury Trip Review: Lisbon, Porto, Douro River...
"I would rate this as one of our best family vacations –...

Reviewed By George T.

Portugal Tour Review: Lisbon, Óbidos, Nazaré, Douro Valley,...
"Our Zicasso travel agent was amazingly helpful in crafting...

Reviewed By Kashyap K.

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