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Discover Portugal’s spectacular coastal towns on this journey that takes you to the country’s most vibrant and alluring cities and islands. Start this adventure by visiting Lisbon’s most iconic landmarks — the Statue of Jesus Christ, the Edward VII Park, St.George’s Castle, and more. Lisbon’s quaint countryside pulls you in with its laid-back charm. Visit UNESCO recognized monasteries, discover medieval towns and sip on locally produced sweet cherry liqueur. Authentic cultural experiences await you in Madeira Island. Sample local goodies at the farmer’s market, learn the secrets of Portuguese cooking and pick a few edible souvenirs to take back home. In Funchal, drive along scenic roadways, savor the freshest dishes and sip on fine Madeira wines. Later, head out into the Atlantic to spot dolphins and whales. Algarve’s rugged coastline, rock formations, and turquoise blue waters will take your breath away. Set out for an oyster picking and tasting tour, a veritable treat for your taste buds, and immerse yourself in the island’s spellbinding land and seascapes on hikes and boat tours.

Create memories for life on an enchanting vacation to Portugal. Contact us for a personalized itinerary, and let’s convert this dream into a reality.


Itinerary Summary

DayPlaceHighlightsHotel Options
1 - 4LisbonAlfama & Belem Areas, Tram 28, Saint George’s Castle & Jeronimos Monastery, Street art, SintraPestana Palace Lisboa, Valverde Hotel
4 - 8Madeira IslandFunchal, The Levadas, Mercado dos Lavradores, Porto Santo, Porto Moniz Natural PoolsQuinta da Bela Vista, The Cliff Bay
8 - 12AlgarveLagos, Picturesque Coastline with Grottos & Caves, Ria Formosa Nature Park, Beaches & Relaxation, HikingEpic Sana Algarve, Vila Vita Parc Resort & Spa

Ideal For

  • Beaches
  • Heritage
  • Landscape
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Itinerary Details

Day 1 - 4

International Arrival

You will be transferred from Lisbon airport to your hotel in a private vehicle


3 Nights

Explore Lisbon, Portugal’s cosmopolitan capital that graces the Tagus estuary on the Atlantic coast. Covering seven hills and a natural harbor, this intimate city welcomes you with an inclusive culture and a spirit of exploration!

Included Activities

Personalized Tour: Unique Views of Lisbon
Take in beautiful views of Portugal’s capital city, its surroundings and landmarks from various vantage points. Immerse yourself in the rich history of this bustling modern city with a rich history. Head up to the observation deck at the Statue of Jesus Christ for views of Lisbon and the river. The viewpoint at Edward VII Park offers vistas of the city’s historical neighborhoods. Accompany your knowledgeable guide to Saint Peter’s observation point and enjoy beautiful views of the ancient Alfama district. Make your way to the fortress of Saint George that sits perched on the city’s highest hill as you listen to lesser-known historical facts. After enjoying all round views from the high fortress walls, stop by the viewpoint at ‘Gates of the Sun’ for gorgeous views of the old port area and the monastery of Saint Vincent. Wind up your tour with unforgettable memories of a unique experience. (Duration: Half Day; Starting Time: 0900/1400 hrs; Ending Time: 1300/1800 hrs; Private Activity & Transfers; Fitness Level: Easy. Part of this tour involves walking.)

Personalized Tour of Lisbon Countryside
Discover historic towns, UNESCO-listed monasteries and local cuisine on this leisurely tour of the Lisbon countryside. Head to the Monastery of Alcobaca, a well-preserved ancient Cistercian abbey with its cluster of tombstone monuments. Stop by the 14th century Batalha Monastery, built to commemorate the Portuguese victory over Castile. Travel on to the city of Nazare that has come a long way from its past as a charming fishing village. You could buy yourself lunch at one of the elegant oceanfront eateries specializing in seafood delicacies. Afterward, make your way to the medieval city of Obidos with its traditional residences and quaint shopping streets. Here, you could choose to sample a glass of the local cherry liquer known as ginja before turning back for Lisbon. (Duration: Full Day; Starting Time: 0900 hrs; Ending Time: 1800 hrs; Private Activity & Transfers; Fitness Level: Easy. Please note that this activity involves some walking.)

Hotel Options
RoomDouble Deluxe Garden View
Valverde Hotel – Opt 2
RoomDouble Classic Room
Day 4 - 8

You will be transferred from your hotel to Lisbon airport in a private vehicle

Board your flight from Lisbon to Madeira Island (Flight duration: 2 hrs).

You will be transferred from Madeira airport to your hotel in a private vehicle

Madeira Island

4 Nights

Enjoy Madeira Island, a gorgeous Portuguese getaway located off the African coast in the Atlantic Ocean. Encompassing a mountainous volcanic archipelago, Madeira is a year-round destination with outdoor adventures and vibrant festivities.

Included Activities

Personalized Market Visit & Cooking Class
Shop at one of Madeira Island’s lively markets and take part in a cooking class! Visit the colorful Mercado Dos Lavradores, a farmer’s market and a foodie paradise which is decorated with traditional Azulejo (panels of tiles) depicting regional themes. Wander through its walkways, lined with stalls selling traditional Madeiran products and fresh local ingredients. Experience the diverse culture of the island as you talk with vendors and browse the items on display with a local guide. Pick up a few souvenirs for your loved ones back home. Afterwards, head to a nearby restaurant and participate in a cooking class, where you will learn how to prepare Madeiran dishes with the help of a professional cook. Finish the tour by sitting down for a delicious meal! (Duration: Half Day; Timings: 10:00 AM to 2:00 PM or 5:00 PM – 9:00 PM; Private Activity & No Transfers; Lunch/Dinner Included; Drinks Not Included; Fitness Level: Easy; Please wear comfortable clothes and shoes.)

Personalized Tour of Porto Moniz With Lava Rock Pools
Discover the outdoor attractions of the Funchal region on this enjoyable tour. Drive out to the fishing village of Camara de Lobos to sample the world famous Madeira wines. Stop by the Henriques and Henriques wine cellars, where you can taste your pick of excellent vino including ones dating back to the 19th century. Travel past the town of Sao Vicente to reach Porto Muniz, that sits by the sea. You could enjoy a traditional lunch with fresh seafood before heading to the natural volcanic pools for a leisurely dip. Afterwards, drive along a picturesque mountain road to reach the plateau of Paul da Serra, situated at an altitude of nearly 5,000 feet above sea level. Capture stunning images of the Madeira mountains and the scenic landscape as your expert guide shares details about the region’s history and geography. (Duration: Full Day; Starting Time: 0900/1000 hrs; Ending Time: 1700/1800 hrs; Private Activity & Transfers; Wine Tastings Included; Fitness Level: Easy. Please note that this activity involves some walking. Do bring along a swimsuit.)

Group Tour of Dolphin & Whale Watching
Spot dolphins and whales in the waters around Madeira Island! More than twenty species of dolphins and whales visit the blue waters surrounding the island throughout the year. Listen to a quick briefing from your local guide before you set out on this enjoyable tour. Get a rare opportunity to observe these gentle creatures in their natural habitats. You can spot pilot whales, sperm whales, humpback whales and orcas if you’re lucky. You can also look out for bottlenose dolphins and Atlantic spotted dolphins. End the tour with a tasting session of the famous Madeira wine. You can also go for a swim in the pool if you like! (Duration: Half Day; Timings: 8:00 AM to 12:00 PM; Shared Activity & No Transfers; Max 8-15 Pax Depending on Boat; Lunch Not Included; Pool Admission & Wine Tasting Included; Please wear comfortable clothes, sneakers and a windbreaker; Bring water and sunscreen; Please note that the best time for this activity is from April to October. The tour starts between 8:00-8:30 AM as there is most dolphin and whale activity then.)

Hotel Options
RoomTwin Garden View
The Cliff Bay – Opt 2
RoomDouble Funchal Sea View
Day 8 - 12

You will be transferred from your hotel to Madeira airport in a private vehicle

Board your flight from Madeira Island to Lisbon (Flight duration: 2 hrs).

Your chauffeur will drive you from Lisbon to Algarve in a private vehicle (Duration: 2.5 - 3 hrs)


4 Nights

The Algarve is a sun-soaked sliver of coastline set at the southernmost end of Portugal. Bordered by the magnificent Atlantic Ocean on two sides and blessed with a warm Mediterranean climate, it makes for an idyllic holiday destination.

Included Activities

Personalized Oyster Picking and Tasting Tour
Set yourself up for a sensory fiesta with an oyster tasting tour on the beautiful Ilha da Culatra. Accompany your guide to a local seafood farm and find out how various shellfish are harvested. Armed with oyster shucking tips, pick them out straight from the water to savor the mild briny taste and buttery texture. Complement your snack of fresh oysters with some nice crisp local wine and later take a stroll in the scenic surroundings of Ria Formosa Park before you are ready to return to your hotel. (Duration: 3 hrs; Private Activity & Transfer; Tour includes Oyster & Wine tastings; Fitness level: easy; Please note tour timings depend on tidal schedules)

Group Percurso dos Sete Vales Suspensos Hike with Benagil Cave
Take an exhilarating hike through some of the most spectacular attractions of the Algarve landscape. Your trail begins at the pristine Praia da Marinha beach and then winds through secret coves till you arrive at the Benagil Cave. This seaside cave is also called the Benagil Cathedral, because of its natural arches and dome-like ceiling. Check out the central hole, known as the eye of the Benagil, before you continue with your hike up the cliff. At the top, your exertions are rewarded with breathtaking views of Praia do Vale de Centeanes, where golden sandy beaches present a stunning contrast with the turquoise blue Atlantic waters. If you’re up for more, continue to the west where the Algar Seco headland and the charming town of Carvoeiro offer more delightful views. (Duration: Full Day; Group Activity & Transfer; Time: 1000-1900 hrs; Group size: Max 15 guests; Fitness level: moderate as tour includes 6 km hike; Tour includes picnic lunch, bottle of wine & Parque Ambiental de Marim admission; Guests are requested to wear sneakers and bring water & sunscreen)

Personalized Lagos to Praia da Marinha Boat Tour
Discover ethereal seascapes over the course of a boat tour along the Lagos coastline. Stop at the fine golden sands of Praia da Marinha beach for a leisurely spot of beachcombing and sunbathing. Swim in the turquoise blue Atlantic waters or go snorkeling in its crystal clear depths to make your acquaintance with myriad marine flora and fauna. Later, wind your way along the neighboring rocky outcrops to explore secret nooks and hidden coves. The boat tour also includes a scenic cruise along the Lagos coastline. Dotted with natural caves and atmospheric grottos, the coast beckons you to explore these mysterious depths still further. (Duration: 2.5 hrs; Private Activity & Transfer; Time: boat leaves every hour; Tour includes private guide & 1.5 hr boat trip; Guests are requested to bring bathing suit, windbreaker and sneakers as well as water and sunscreen; Fitness level: easy)

Hotel Options
RoomDouble Deluxe Pool View
StyleBeach Resort
RoomDeluxe Room Ocean View
StyleBeach Resort

You will be transferred from your hotel to Algarve (Faro) airport in a private vehicle

International Departure

 Price & Inclusions

  • Option 1 From $ 5,390 /person
  • Option 2 From $ 5,490 /person

Prices are in USD and exclude international flights. This trip price is based on low season rates for accommodation and other applicable services, and may change depending on availability, currency fluctuations and number of people traveling together. For high season prices, please contact us with your exact travel dates and preferences.

Price Includes

  • Accommodation and meals, as specified in the itinerary
  • Activities and excursions, as specified in the itinerary
  • Transportation services, as specified in the itinerary
  • Your Trip Coordinator: a 24/7 point of contact supporting you during your trip
  • Carbon emissions offsetting for your trip

Not Included

  • Entrance fees and meals, unless mentioned in the itinerary description
  • Tips and personal expenses
  • Visa and tourism fees
  • Travel, health and cancellation insurance
  • International airfare
Beautiful beach in Algarve, Portugal - Summer is the best time to visit Europe
What our guests say about this trip

Enchanting Travels is first class all the way from the planning, tours, activities, guides and drivers. We had one of the best trips of our lives in Portugal and definitely a great honeymoon. We highly recommend Enchanting Travels!

– Teresa Leung
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Southern Portugal and Beaches

12 days $ 5,390 / person