10 Days in Portugal - 5 Luxury Itinerary Ideas

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. 

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.

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

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.

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.

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. 

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.