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Bay near Lagos town, Algarve region, Portugal
Yellow vintage tram on the street in Lisbon, Portugal
Tip of St. Lawrence (Ponta de São Lourenço) Madeira island in Portugal

Portugal: Southern Coastal Towns & Madeira

13 Days from $11,890 USD / person

Sample Itinerary

Day 1 – 4

International Arrival

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

3 Nights

Lisbon

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! Alfama’s steep cobbled paths meander past historic buildings that don pastel shades and street art. St. George Castle and Belem Tower along with several churches stand testament to Lisbon’s rich past. The yellow Remodelado trams and funiculars are a great way to commute. The riverfront Commerce Square is ideal for people-watching, and the century-old Santa Justa elevator offers panoramic vistas of the cityscape. Lisbon’s many themed museums offer glimpses of Portuguese treasures and stories of seafaring heritage. Hip neighborhoods house trendy tascas where soulful melodies of traditional fado entertain over seafood, ports, and ginjinhas, or parties until sunrise!

Hotel options

Heritage Avenida Liberdade Hotel – Opt 1
Room Lisboa Room
Meals Breakfast
Style Boutique
Four Seasons Hotel Ritz Lisbon – Opt 2
Room Superior City Room
Meals Breakfast
Style International
Day 4 – 8

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

4 Nights

Algarve

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. Sandy beaches and unique geological formations rub shoulders with historic castles and charming hamlets. While the splendid waves are a magnet for surfers seeking thrills, the beautifully designed golf courses are ideal for those who seek a slower pace. Nature lovers can look forward to abundant bird watching opportunities in the many lagoons and islets around. With the easy availability of fresh seafood and colorful produce, mealtimes hold the promise of myriad gastronomic delights. Meanwhile, wine lovers can look forward to leisurely tours of vineyards and tasting sessions at local wineries known for their flavorful whites, reds, and roses.

Hotel options

Pestana Alvor South Beach – Opt 1
Room Suite
Meals Breakfast
Style International
Pine Cliffs Resort – Opt 2
Room Double Deluxe Atlantic View
Meals Breakfast
Style Beach Resort
Day 8 – 8

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

Lisbon

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! Alfama’s steep cobbled paths meander past historic buildings that don pastel shades and street art. St. George Castle and Belem Tower along with several churches stand testament to Lisbon’s rich past. The yellow Remodelado trams and funiculars are a great way to commute. The riverfront Commerce Square is ideal for people-watching, and the century-old Santa Justa elevator offers panoramic vistas of the cityscape. Lisbon’s many themed museums offer glimpses of Portuguese treasures and stories of seafaring heritage. Hip neighborhoods house trendy tascas where soulful melodies of traditional fado entertain over seafood, ports, and ginjinhas, or parties until sunrise!
Day 8 – 11

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

3 Nights

Madeira Island

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. Popular for its namesake fortified wine, Madeira’s prized producers offer elaborate tastings paired with local specialties. Scenic driving routes weave through the rugged countryside dotted with coastal towns and rustic settlements. From ancient laurisilva and levadas, to lush valleys and dramatic cliffs, Medeira’s wild inland covered in colorful blooms is a haven for nature lovers. Pristine black sand beaches, hidden waterfalls, rivers, and Porto Moniz’s natural pools are ideal for cooling off. Funchal, the capital, charms with its botanical gardens, funiculars, toboggan rides, and vibrant nightlife. At this birthplace of Cristiano Ronaldo, soccer fans can admire his myriad posters scattered across the island. Europe’s highest skywalk at Cabo Girão viewpoint affords fantastic vistas of Madeira’s coastline. The city is also legendary for its spectacular fireworks show every New Year’s Eve!

Hotel options

Suite Hotel Eden Mar – Opt 1
Room Suite
Meals Breakfast
Style Resort
The Cliff Bay – Opt 2
Room Double Funchal Sea View
Meals Breakfast
Style Resort
Day 11 – 13

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

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

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

2 Nights

Porto

Porto is a delightful city with a laidback vibe, nestled at the mouth of Douro River, which spills into the Atlantic Ocean on Portugal’s western coast. Navigated on foot, tram, and funicular, Porto’s medieval hillside neighborhoods charm with cobbled streets flanked by old merchant houses and fountained squares. Apart from colorful facades adorned with art deco accents, there are Baroque churches, including one with an iconic bell tower, a gothic-style bookstore, and the ornate Stock Exchange Palace to discover. Azulejos and graffiti adorn public spaces, and refreshing contemporary architecture complements Porto’s edgy soul. Being the birthplace of the world-renowned port, and located near a historic port, Porto offers up wonderful gastronomic experiences. With expansive views stretching to Gaia in the distance, the waterfront Ribeira district with its chic rooftop bars and heritage restaurants is worth a visit. Porto’s six bridges, each with unique backstories, and leisurely river cruises afford superb vantages of the picture-postcard cityscape.

Hotel options

PortoBay Hotel Teatro – Opt 1
Room Junior Suite
Meals Breakfast
Style Boutique
PortoBay Flores – Opt 2
Room Double Superior
Meals Breakfast
Style Heritage

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

International Departure

Price & Inclusions

Option 1

From $11,890 USD / person

Option 2

From $15,190 USD / 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 Coordination Team: Dedicated support throughout your journey, with a primary, personal point of contact. Plus, in case of emergencies while you’re traveling, our trip coordination team are available 24/7 by phone
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

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