Ten days in Portugal is an excellent amount of time to immerse yourself in luxury and embark on exclusive excursions. For a deep dive into the country's flavors and culture, split your time between Lisbon, Porto, and Évora. Or, if your idea of a perfect vacation includes time at the beach, swap in Lagos or the island of Madeira. Meanwhile, Douro Valley, Alentejo, and Comporta are ideal destinations for an off-the-beaten-path trip, and including time in Spain allows you to visit Seville and Granada.

Itinerary #1: Luxury Portugal Flavors & Culture Tour

This well-rounded trip to Portugal is perfect for travelers seeking an introduction to the country's culture, diverse cuisine, and luxurious side. While based in 5-star accommodations such as the Tivoli Avenida Liberdade and Pestana Cidadela Cascais, you'll enjoy relaxed afternoons at wineries, privately guided city tours, and a scenic Douro River cruise. Then, top off your days with memorable dinners at Michelin-starred restaurants. 

Sip port wine along Porto's historic riverfront
Sip port wine along Porto's historic riverfront
Day Highlights Overnight
Day 1 Arrive in Lisbon, Free Time to Explore Lisbon
Day 2 Lisbon Walking & Tasting Tour, Dinner & Fado Performance Lisbon
Day 3 Day Trip to Sintra's Palace & Parks, Dinner at Fifty Seconds Restaurant  Lisbon
Day 4 Transfer to Porto via Óbidos & Nazaré Porto
Day 5 Gastronomy & Culture Tour, Port Cellar Tasting, The Yeatman Restaurant Porto
Day 6 Day Trip to the Douro Valley, Wine Tasting & River Cruise Porto
Day 7 Transfer to Évora & the Alentejo via Coimbra Évora
Day 8 Historic Walking Tour of Évora, Dinner at Divinus Évora
Day 9 Transfer to Cascais, Dinner at Fortaleza do Guincho Cascais
Day 10 Transfer to Lisbon, Depart  

Welcome to Portugal! Your luxury highlights tour starts in the vibrant capital of Lisbon, where you'll refresh at the 5-star Tivoli Avenida Liberdade before enjoying the remainder of the day at your leisure. Then, over the following two days, delve into the city's warm culture, first during a private gastronomic walking tour, followed by an inspired fado performance and a trip to the whimsical Pena Palace. A lavish dinner at the Michelin-starred Fifty Seconds is also on the agenda while in Lisbon, but soon, it'll be time to transfer to Porto for a delightful day of sampling the city's finest dishes and wines.

While based at Porto's opulent The Yeatman, you'll also spend a day in the nearby wine region of Douro Valley, exploring elegant wineries and unwinding during a scenic river cruise. Next, hop back in with your private driver for a transfer south to the ancient town of Évora. During your stay here, there's ample time to explore alongside a private guide, dine at the upmarket Divinus, and enjoy the amenities at the 5-star M'ar de Ar Aqueduto. Then, with your trip winding down, delight in an overnight in the former royal resort town of Cascais before returning to Lisbon to catch your onward flight. Learn more

Itinerary #2: Luxury Adventure in Portugal: Lisbon, Lagos & Évora

Experience the luxurious side of Portugal with this adventure, taking you from the vibrant capital city of Lisbon to the stunning coastal town of Lagos in the Algarve. Throughout, stay exclusively at 5-star hotels and enjoy private excursions, including a Segway tour of Belém, a guided visit to Pena Palace, and a private boat trip to the Benagil Caves. Plus, with a hike around the Água de Prata Aqueduct in Évora, an e-bike tour, and exploration by kayak on the agenda, this itinerary is perfect for those seeking a blend of luxury and adventure.

Explore the coves and grottoes of the Algarve by kayak and private catamaran
Explore the coves and grottoes of the Algarve by kayak and private catamaran
Day Highlights Overnight
Day 1 Arrive in Lisbon, Dinner at Cervejaria Trindade Lisbon
Day 2 Lisbon E-Bike Tour, Dinner & Fado Performance Lisbon
Day 3 Belém's Age of Discovery Segway Tour, Free Time in Lisbon Lisbon
Day 4 Day Trip to Sintra: Palaces, Parks & Coastline Lisbon
Day 5 Transfer to Lagos & the Algarve, Dinner at Luca's Rooftop Restaurant Lagos
Day 6 Boat Trip to Benagil Cave, Discover the Algarve's Beaches Lagos
Day 7 Kayaking Tour to Ponta da Piedade, More Beach Time Lagos
Day 8 Transfer to Évora & the Alentejo, Dinner at Tábua do Naldo Évora
Day 9 Água de Prata Aqueduct Guided Hike, Free Time in Évora Évora
Day 10 Transfer to Lisbon, Depart  

After arriving in Lisbon and refreshing at the elegant Tivoli Avenida Liberdade, kickstart your trip with an exquisite dinner at Cervejaria Trindade, celebrated for its splendid seafood delicacies. Continue your exploration the following morning during a Segway tour through Belém and enjoy the opportunity to roam independently. Next, spend a day hopping between the fairytale-like Pena Palace, the lush Sintra-Cascais Natural Park, and Cascais, thanks to the help of a private driver, before transferring south to the Algarve. Your destination is Lagos, and soon, you'll be lazing at the 5-star Palmares Beach House

Refreshed and eager for more adventure, you'll spend the following day exploring the cathedral-like dome of Benagil Cave and swimming in the coves of João de Arens on a private boat cruise. Then, take a day and a half to beach hop and explore hidden sea caves by kayak, and wrap up your time in Lagos with an exclusive dinner reservation catered to your preferences. On the morning of Day 8, bid farewell to the ocean and transfer inland to Évora. Here, you'll check into the 5-star M'ar de Ar Aqueduto and spend your final days between insightful city tours and upmarket dinners before ending your trip back in Lisbon. Learn more

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Itinerary #3: Luxury Portugal Escape: Lisbon, Serra da Estrela & Madeira

Crafted for travelers seeking an idyllic mix of nature-based excursions and touches of luxury, this 10-day escape features the hidden highlights of three unique Portuguese destinations. Starting in Lisbon, you'll experience the capital like a local through a fado show and private tour. Then, explore among the mountains of Serra da Estrela Nature Geopark before settling in for four delightful days immersed in Madeira's pristine landscapes. Throughout, stay in 5-star accommodations and enjoy Michelin-starred meals.

Cruise along the cliffs of Madeira at sunset via private catamaran
Cruise along the cliffs of Madeira at sunset via a private catamaran
Day Highlights Overnight
Day 1 Arrive in Lisbon, Evening of Fado Lisbon
Day 2 Tour Lisbon with a Local, Free Afternoon Lisbon
Day 3 Scenic Drive to Serra da Estrela Nature Geopark  Serra da Estrela 
Day 4 4WD Tour of Serra da Estrela's Landscapes & Villages Serra da Estrela
Day 5 Drive to Lisbon, Cooking Class or Dinner with a Michelin-Star Chef Lisbon
Day 6 Fly to Madeira, Funchal Food & Cultural Tour Madeira
Day 7 4WD Tour of Madeira  Madeira
Day 8 Madeira Leisure Day, Sunset Catamaran Cruise  Madeira
Day 9 Guided Hike on the 25 Fontes Trail Madeira
Day 10 Fly to Lisbon, Depart  

Begin your luxury journey in Lisbon, Portugal's captivating capital, with an elegant evening featuring a fado performance and a gourmet dinner. After a rejuvenating stay at the 4-star AlmaLusa Baixa/Chiado, the following day features a privately guided tour of the city and an afternoon open for independent explorations. Next, pick up a rental car and hit the road to Serra da Estrela Nature Geopark, where you'll spend two lavish days based at Casa de São Lourenço. While here, you'll also embark on a private 4WD tour through waterfall-strewn landscapes and visit mountain villages before returning to Lisbon. 

A night back in Lisbon provides the perfect opportunity to join a private cooking class before departing for Madeira on Day 6 the following day. This lush island is famed for its organic vineyards and black-sand beaches, and you have four days here to soak it all up. Start with an evening food and culture tour featuring the city's most popular eateries, followed by an immersive 4WD adventure along a section of the Caminho Real. You'll also spend an evening watching the sunset from a catamaran and tackle the famous 25 Fontes Trail alongside a private guide prior to wrapping up your trip with a flight back to Lisbon. Learn more

Itinerary #4: Off-the-Beaten-Path Luxury in Portugal: Douro Valley, Alentejo & Comporta

Discover Portugal's less-traveled yet immensely beautiful regions of Douro Valley, Alentejo, and Comporta on this self-drive luxury tour. Ideal for visitors in search of unique experiences, you'll learn about the archaeological gems of Douro Valley, soar over Évora during a hot-air balloon flight, and sail along the Arrábida Marine Reserve. In addition, this journey is complemented by stays in expansive estates and opportunities to unwind at lavish spas.

Enjoy luxury stays, such as Casa do Rio Wine Hotel
Enjoy luxury stays, such as Casa do Rio Wine Hotel
Day Highlights Overnight
Day 1 Arrive in Porto, Scenic Drive Along the Douro Valley Douro Valley
Day 2 Archaeology, Wine Tasting & Lunch in the Greater Côa Valley Douro Valley
Day 3 Traditional Portuguese Cooking Class Douro Valley
Day 4 Scenic Drive to Alentejo Alentejo
Day 5 Alentejo Jeep Tour with Winery Visit Alentejo
Day 6 Hot-Air Balloon Over Évora, Dark Sky Reserve Stargazing Alentejo
Day 7 Drive to Comporta, Explore the Hotel & Beach Town Comporta
Day 8 Arrábida Marine Reserve Boat Trip Comporta
Day 9 Horseback Riding with Picnic Lunch Comporta
Day 10 Drive to Lisbon, Depart  

Straight off the plane in Porto, you'll begin your off-the-beaten-path luxury escape by picking up your rental car and embarking on a scenic road trip along the Douro Valley to Casa do Rio Wine Hotel. This boutique retreat will be your base for three nights, giving you perfect access to hop between the Greater Côa Valley's vineyards and archaeological sites, join a private cooking class, and book in for a massage or two. Next, hit the road south to Alentejo and check into the chic São Lourenço do Barrocal. Spend your first evening exploring your hotel's estate on foot or horseback and savoring a farm-to-fork dinner. 

Over the following two days, you'll experience the wonders of Alentejo from all angles. Start with a private Jeep safari through vineyards and cork forests, then rise early for a memorable hot-air balloon flight and spend an evening stargazing in the Alqueva Dark Sky Reserve. Back on the road, your next destination is the beach town of Comporta, where you'll stay at the lavish Sublime Comporta. Fill your final days with a scenic sail along the Arrábida Marine Reserve and a horseback riding experience along the Atlantic coast before returning to Lisbon to catch your onward flight. Learn more

Itinerary #5: Luxury Journey Through Portugal & Spain: Culture, Countryside & Gastronomy

Savor the fine cuisine, welcoming culture, and enchanting landscapes of Spain and Portugal during this luxury multicountry journey. Created especially for travelers seeking a fast-paced yet immersive trip, you'll explore Lisbon's historic neighborhoods, embark on a private Jeep safari through Alentejo's vineyards, and dive into Seville's rich history with guided tours. Throughout, you'll also enjoy top-notch accommodations in boutique hotels, dine at Michelin-starred restaurants, and unwind at a traditional hammam and extravagant spas. 

Explore vineyards and olive oil estates on this journey through Iberian culture and cuisine
Explore vineyards and olive oil estates on this journey through Iberian culture and cuisine
Day Highlights Overnight
Day 1 Arrive in Lisbon (Portugal), Food & Cultural Tour Lisbon
Day 2 Visit Sintra's Palaces, Castles & Forests Lisbon
Day 3 Transfer to the Alentejo, Explore the Hotel's Grounds Alentejo
Day 4 Alentejo Jeep Tour with Winery Visit Alentejo
Day 5 Transfer to Seville (Spain), Jamón Tour & Tasting Seville
Day 6 Seville Historical Tour, Gourmet Tapas & Wine Tasting Seville
Day 7 Andalusian Olive Oil Estate Tour, Michelin-Star Dinner at Abantal Seville
Day 8 Transfer to Granada, Alhambra & Generalife Gardens Tour Granada
Day 9 Explore Granada, Hammam Session & Flamenco Show Granada
Day 10 Train to Madrid, Depart   

Your luxury adventure begins in Lisbon, where any lingering jet lag will quickly fade as you refresh at the 4-star AlmaLusa Baixa/Chiado and embark on a private food and culture tour. Next, leave the city behind for an "enchanting" day trip to Sintra, home of the colorful Pena Palace, before transferring east into the Alentejo region. Your base will be São Lourenço do Barrocal, a chic hotel with a 1,927-acre (780 ha) estate. While here, you'll have plenty of time to explore the grounds, join a private Jeep safari, and visit a charming vineyard tucked in the countryside. 

On Day 5, it's time to transfer across the Spanish border to Seville. Your first night here is set aside to relax at the iconic Hotel Alfonso XIII, then refreshed, split your time on Day 6 between a private city walking tour and a tapas and wine tasting experience. While in Seville, you'll also learn the secrets of olive oil production and savor dinner at the Michelin-starred Abantal. Afterward, spend your final few days in Granada admiring the beautiful Alhambra, unwinding at a traditional hammam, and attending a flamenco show before catching a train to Madrid, where your onward flight awaits. Learn more

More Great 10-Day Portugal Itineraries

Looking for more inspiration for your trip to Portugal? Check out these other 10-day Portugal itineraries, with outdoor adventures, cultural trips, and best-of tours to hit the highlights.


Map of 10 Days in Portugal - 5 Luxury Itinerary Ideas
Map of 10 Days in Portugal - 5 Luxury Itinerary Ideas