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Step into a vibrant mosaic where tile-clad train stations lead you to wine-soaked vineyards. Marvel at the kaleidoscope of Azulejos, wander through charming towns and glide along serene canals. From the postcard-perfect cliffs of the Algarve to the enchanted ancient forests of Madeira, this trip is filled with jaw-dropping moments! Explore castles straight out of a storybook, swim in volcanic rock pools, or watch the sun dip below the horizon at the continent’s edge. Get ready for a journey that will leave you a little saudade.
April to October
14 days
Beaches, Food & Shopping, History & Architecture, Nature & Landscape
Luxury hotels and Premium apartments
Start the adventure with a visit to the stunning Sao Bento Station. Gaze at the mosaic of tiles that tell Portugal's vibrant story. Feeling hungry? Head to Bolhao market to sample some local goodies. Next, be mesmerised by Livraria Lello, one of the most beautiful bookstores in the world. Marvel at the ornate Church of San Francisco and wander down to the lively Ribeira district. Be stunned by the panoramic views of Vila Nova de Gaia and the iconic Dom Luis I Bridge. Cross over to Gaia and treat yourself to dinner at Sandeman where they pair your food with an exquisite Port wine, the divine nectar of the Gods!
Casa da Companhia Vignette Collection
Go on a sensory feast in the Douro Valley, Portugal's prime wine-making region. The luxury day trip begins with a visit to the picturesque village of Pinhao that is known for beautiful boat rides. Start the winery visit with a scenic drive to Quinta do Tedo and enjoy a private tasting of biodynamic ports and wines along the riverside. Head to Quinta da Pacheca where fine wines are followed by a gourmet lunch at the estate’s renowned restaurant, featuring farm-to-table cuisine. Next, visit the historic Quinta do Vallado for intimate wine tasting accompanied by a guided stroll through the beautiful vineyards. Return completely satiated to Porto.
Casa da Companhia Vignette Collection
Rise early to climb up the Clerigos Tower. The panoramic views of Porto’s terracotta rooftops will have you breathless, talk about a morning reward! Hit the scenic road to Aveiro, the ‘Venice of Portugal.’ Ready for a ride? Hop aboard a traditional moliceiro boat and drift through charming canals. Indulge in ovos moles, a sweet local treat, your taste buds will thank you! Catch the sea breeze at Costa Nova Beach. Those brightly striped houses will be perfect for that next Instagram post. Reach Coimbra, sometimes referred to as the Oxford or Cambridge of Portugal and stroll through the charming streets of the Old Town.
Hotel Quinta das Lagrimas
Visit the University of Coimbra in the morning to experience one of the oldest universities in Europe, rich in history and academic tradition. Its stunning Joanina Library and majestic architecture offer a glimpse into Portugal's cultural heritage. Make your way to Lisbon in the afternoon. Wander over to the Jeronimos Monastery and Belem Tower. The monastery's Manueline architecture is a masterpiece of the country’s age of discovery. Refuel with Pasteis de Belem, the city's famous custard tart paired with a strong bica, the Portuguese espresso. Wrap up your day with a Fado show at O Faia for a soulful Portuguese tradition.
Santiago de Alfama Boutique Hotel
Delve into the artistry of the National Tile Museum this morning. Marvel at the intricate azulejos that tell the story of Portugal's rich history. Next, lose yourself in the winding streets of Alfama. Hop aboard the iconic Tram 28 and feel the thrill as it rattles through Lisbon’s hills. This historic tram whisks you through charming neighbourhoods like Bairro Alto and past stunning landmarks. Climb to Sao Jorge Castle and soak in panoramic views of Lisbon’s red-tiled rooftops and the glistening Tagus River. Feeling peckish? Stop for some evening snacks at Time Out Market, where you can sample a variety of local delights.
Santiago de Alfama Boutique Hotel
Ready to step into a real-life storybook? Sintra’s enchanting palaces and magical gardens are calling! Start at Pena Palace, a vibrant hilltop-wonder straight out of a storybook, with bold colours, romantic turrets, and jaw-dropping views. Next, dive into the mystical world of Quinta da Regaleira, where hidden grottoes and the famous Initiation Well will leave you spellbound. Venture to Cabo da Roca. Standing at Europe’s westernmost point, you’ll feel the thrill of being on the continent's very edge! Back in Lisbon, dress-up for dinner at Sala de Joao Sa, an extremely welcoming international cuisine restaurant with an open kitchen.
Santiago de Alfama Boutique Hotel
Kick off the day with a stroll through the old town’s maze of narrow lanes, soaking in the Moorish architecture and lively atmosphere. Perfect place to pick up some local trinkets, don’t you think? Pamper that inner child at Zoomarine Algarve, the country’s best water-themed park known for thrilling shows, interactive animal encounters, and water attractions. If still longing for more adrenaline, ramp up with some heart-pounding water sports! Whether it’s jet skiing, paddle boarding, or parasailing, the thrill is real. Later, wind down at Albufeira Marina, sip on a refreshing spritz at a waterfront bar and people-watch.
Vila Joya
This day’s got some serious wow factor! Start with the legendary Benagil Cave that was carved by the pounding waves sweeping in from the vast Atlantic Ocean. Hop on a kayak, glide across crystal-clear waters, and step into this jaw-dropping sea cave with its famous skylight. After the thrill, Praia da Marinha, often considered among the best beaches in the world, will be the perfect spot to chill out, soak up the sun, and take a dip in the Atlantic. Spend the evening at the Carvoeiro Promenade, a beautiful coastal walkway with great cliff and ocean views. The area is perfect for enjoying sunsets, sea breezes, and the natural beauty of the Algarve coastline.
Vila Joya
Ready for a road trip that’ll keep you glued to the window? The drive from Albufeira to Sagres is all about dramatic coastal views! First stop will be Cape St. Vincent, Europe’s southwestern edge. Standing on these towering cliffs as the ocean crashes below truly gives that end-of-the-world feel! The lighthouse adds a touch of maritime magic. Next, it’s off to the Sagres Fortress, a 15th-century gem. Grab some delicious pizza and it’ll be time for a post-lunch siesta at Praia do Amado, a postcard-perfect beach nestled in a cove. Or just relax at Praia da Mareta, a relatively uncrowded beach. A sunset cruise on a sailboat will be a perfect end to this day.
Vila Joya
Get set for the ultimate adrenaline rush! Start with a skydive over the Algarve’s stunning coastline. Floating above turquoise waters and golden sands with beach landing, it’s a jaw-dropping, unforgettable experience. Head to Lagos and wander through its charming historic centre, the prettiest in all of the Algarve. And then it’s beach time again! Relax at the gorgeous Praia Dona Ana where golden cliffs meet crystal-clear waters. Then, make your way to Ponta da Piedade for the grand finale, a breathtaking sunset over the cliffs. End the day with dinner at Luca's Rooftop Restaurant for a feast with magnificent views.
Vila Joya
Start the day in Funchal’s Old Town and visit the Santa Maria Street, a lively, historic lane known for its colourful doors, vibrant art, and charming restaurants. Grab a snack or a passion fruit juice and soak up the vibrant energy here. Then, hop on the Madeira Cable Car for beautiful views of Funchal and the Atlantic as you glide up to Monte. Explore the magical multi-level Monte Palace Tropical Garden, filled with exotic plants and koi ponds. Up for a thrill? Get on a traditional Monte Toboggan for a wild ride down the hill, it’s a bumpy, unforgettable Madeira must-do!
The Cliff Bay Hotel
The day starts at Pico do Arieiro, where an epic sunrise will have you feeling like you're floating above the clouds. Next, step into a real-life fairytale in Santana, where the adorable thatched houses seem plucked from another time. Don’t forget to snap some dreamy photos! Now get on the day’s workout with the Ponta de Sao Lourenco coastal hike, and be blown away by the towering cliffs, endless ocean views, and raw, untouched beauty at every turn. Wrap up your adventure with a laid-back stop in Machico, the island’s oldest town. Stroll the serene bay, sip on a coffee by the sea and feel the saudade.
The Cliff Bay Hotel
Ready for another day of jaw-dropping beauty? Lace up your shoes for a scenic Levada walk, weaving through ancient irrigation paths that lead to cascading waterfalls and lush, green valleys. Every step draws you deeper into the heart of Madeira’s natural wonders. Next, lose yourself in the enchanting Laurissilva Forest. This UNESCO-listed forest feels straight out of a fairytale with its misty atmosphere and dense, otherworldly greenery. Relaxation is in order next! Take the plunge at the Porto Moniz Natural Pools, that are volcanic rock pools filled with crystal-clear water. Back in Funchal, enjoy a delicious spread at Restaurant Alta Vista.
The Cliff Bay Hotel
Kick off the day at Cabo Girao Skywalk, Europe’s highest sea cliff, with amazing ocean views through its glass floor that are perfect for epic photos! It’s then time for some island town-hopping. Head to Camara de Lobos, a picturesque fishing village once adored by Winston Churchill. Wander its charming streets and sip on a refreshing poncha. For lunch, try local seafood - espada or lapas are great options! Then, visit Ribeira Brava, a scenic coastal town with mountain views and a relaxing promenade. End the day in Ponta do Sol, watching the sunset while enjoying a glass of wine at a beachfront cafe.
The Cliff Bay Hotel
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