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

Discover a 7-night multi-centre holiday across Lisbon and Madeira, combining Portugal’s vibrant capital, historic neighbourhoods, colourful architecture and Atlantic charm with Madeira’s dramatic landscapes, lush mountains, scenic coastlines and relaxed island atmosphere.

Includes round-trip flights from the US, private airport transfers throughout the journey, an internal flight from Lisbon to Funchal, 3-night stay in Lisbon, 4-night stay in Funchal, and breakfast throughout your stay.

Quick Summary

Round-trip flights from the US with Baggage
Private airport transfers throughout the journey
Internal flight from Lisbon to Funchal
7-night stay in Lisbon & Madeira with Breakfast 

Package Overview

Experiece two contrasting sides of Portugal on a memorable multi-centre holiday. Begin in Lisbon, exploring its historic streets, grand squares, colourful trams and riverside districts, before flying to Funchal in Madeira. Continue among dramatic mountain scenery, botanical gardens, picturesque villages, rugged coastlines and spectacular Atlantic views.

Destinations & Highlights

Lisbon – Belém Tower, Jerónimos Monastery, Praça do Comércio, Alfama, São Jorge Castle, Lisbon Cathedral, colourful trams, riverside promenades and vibrant local neighbourhoods
Funchal – Funchal Old Town, Monte Palace Tropical Garden, Madeira Botanical Garden, Mercado dos Lavradores, Cabo Girão, scenic mountain viewpoints, coastal promenades and traditional villages

Best Time to Travel

April–October offers warm weather, excellent conditions for sightseeing and exploring Lisbon & Madeira’s spectacular landscapes.

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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 $1,599pp
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Travel Date:

Departure Dates from New York:

- $1599pp : 16, 18, 25, 30 Nov 2026
                    Dec 02, 05, 07, 09 2026
                    Jan 11, 18, 24, 27 2027
                    Feb 01, 17, 22, 28 2027
                    Mar 01, 03, 08, 10 2027
- $1699pp : Oct 11, 13, 23 2026
                    May 23, 30 2027
                    Jun 06, 13, 20 2027
                    Jul 11 2027
- $1749pp : Apr 04, 07, 11, 18 2027
- $2199pp : Sep 06, 07, 15, 17 2026

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.

ℹ️ Note: City taxes are payable locally at the hotel.

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Travel Date:
7 nights
from $1,599pp
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