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Lisbon & Madeira Twin Discovery – 7 Nights
Lisbon & Madeira Twin Discovery – 7 Nights

From the timeless charm of Portugal’s capital to the sun-soaked serenity of its Atlantic island, this perfectly balanced twin escape blends culture, coastlines, and captivating beauty in one unforgettable week. Begin in the heart of the capital, where pastel trams climb cobbled hills, Fado music fills the air, and grand monuments recall the country’s golden Age of Discovery. Then fly south across the Atlantic to Madeira, a lush volcanic island of dramatic cliffs, tropical gardens, and endless sea views.

✨ Trip Highlights:

✅ Lisbon – The City of Light
Wander through Belem’s World Heritage monuments, ride the vintage Tram 28 through Alfama’s maze-like lanes, and watch the sun dip below the Tagus River with a glass of port in hand.

✅ Madeira – The Floating Garden of the Atlantic
Fly to the subtropical island paradise of Madeira. Stroll Funchal’s flower-filled markets, explore clifftop villages, and relax along oceanfront promenades as the Atlantic sparkles beyond.

✅ Relax & Recharge
Enjoy ample leisure time at both destinations — from Lisbon’s rooftop cafés to Madeira’s coastal pools and sky-high viewpoints.

This 7-night journey combines 4★ hotels, daily breakfast, private airport transfers, and flights between Lisbon and Madeira — offering the perfect blend of exploration and relaxation for travelers who crave both city culture and island calm.

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Travel Date:
Itinerary

Day 1: Arrival in Lisbon

Arrive in Portugal’s capital, Lisbon. Meet your private driver at the airport and transfer to your hotel. The rest of the day is at leisure to stroll through the lively Baixa district or relax at a riverside café along the Tagus.

Overnight in Lisbon

Hotel: Hotel Lisboa ★ ★ ★ ★
Room: Standard Room

Day 2: Exploring Lisbon’s Old World Charm

Spend the day discovering Lisbon’s most iconic sites. Explore Belém Tower, Jerónimos Monastery, and the Monument to the Discoveries, celebrating Portugal’s Age of Exploration. Wander through Alfama’s maze-like alleys, where soulful Fado music drifts from traditional taverns.

Overnight in Lisbon

Hotel: Hotel Lisboa ★ ★ ★ ★
Room: Standard Room
Meals: Breakfast

Day 3: Lisbon at Leisure / Optional Excursion to Sintra

Enjoy the day at your own pace. You may wish to take an optional excursion to Sintra, a fairy-tale town dotted with pastel palaces and lush hillsides. Visit the Pena Palace, one of Portugal’s most romantic landmarks, or head to Cascais for some seaside relaxation.

Overnight in Lisbon

Hotel: Hotel Lisboa ★ ★ ★ ★
Room: Standard Room
Meals: Breakfast

Day 4: Flight to Madeira (Funchal)

After breakfast, transfer to Lisbon Airport for your short domestic flight to Funchal, the capital of Madeira. On arrival, a private transfer will take you to your hotel. Spend the rest of the day relaxing, enjoying ocean views, or exploring the charming surroundings.

Overnight in Madeira

Hotel: Se Boutique Hotel ★ ★ ★ ★
Room: Standard Room
Meals: Breakfast

Day 5: Discover Funchal & Island Leisure

Enjoy a leisurely day exploring Funchal’s highlights. Visit the Mercado dos Lavradores (Farmer’s Market), take the cable car to Monte for breathtaking island panoramas, or relax in the Botanical Gardens, filled with exotic flora. The evening is free to sample local cuisine and Madeira wine.

Overnight in Madeira 

Hotel: Se Boutique Hotel ★ ★ ★ ★
Room: Standard Room
Meals: Breakfast

Day 6: Madeira at Leisure

A day to unwind or explore further. You might opt to visit Cabo Girão Skywalk, one of Europe’s highest sea cliffs, or take a scenic drive to the fishing village of Câmara de Lobos, famously painted by Winston Churchill.

Overnight in Madeira 

Hotel: Se Boutique Hotel ★ ★ ★ ★
Room: Standard Room
Meals: Breakfast

Day 7: Relaxation in Paradise

Spend your final day at leisure — perhaps strolling along the Lido Promenade, enjoying the coastal breeze, or simply relaxing by the pool. Capture the sunset over the Atlantic with a refreshing Poncha, Madeira’s traditional drink.

Overnight in Madeira 

Hotel: Se Boutique Hotel ★ ★ ★ ★
Room: Standard Room
Meals: Breakfast

Day 8: Departure from Madeira

After breakfast, transfer to the airport for your return flight to London. Bid farewell to Portugal’s enchanting city and island duo — taking home memories of timeless beauty and serene coastal charm.

Meals: Breakfast
7 Nights
from $1,499pp
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Travel Date:

Departure Dates from New York :

- $1499pp: Sep. 13, 20, 27
                   Oct. 04, 11, 23
- $1699pp: April 12, 19
- $1749pp: May 03, 10, 17, 24
                   July 06, 28, 30
- $1799pp: June 07, 23

Additional Prices From Other Cities ;

-  Boston: from +$49 per person

-  Chicago: from +$49 per person

-  Los Angeles: from +$99 per person

-  San Francisco: from +$149 per person

Inclusions :

 Round-trip flights from U.S. with baggage

 Private Airport Transfers throughout the journey

 3 Nights stay at 4★ Hotel Lisboa, Lisbon 

 Internal Flights from Lisbon to Funchal (Madeira)

 4 Nights stay at 4★ Se Boutique Hotel, Funchal

 Breakfast meals throughout your stay in all hotels

 Local accommodation tax: €20 per person, per night (approx. $23.12 per person for the full stay)

 Based on 2 adults sharing

 Call for pricing from more departure cities

 We always strive to confirm the hotels listed in the package you choose, but in rare cases where we can't, like-for-like alternatives will be provided.

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Travel Date:
7 nights
from $1,499pp
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