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Cities, Castles & Coastlines - Portugal Uncovered in 9 Nights

Discover an unforgettable 9-night multi-centre holiday across Portugal, combining the historic charm of Porto, the elegant streets and vibrant culture of Lisbon, and the golden beaches and relaxed coastal atmosphere of the Algarve.

Includes round-trip flights from the US with baggage, scenic train transfers from Porto to Lisbon and Lisbon to the Algarve, airport transfers throughout the itinerary, hotel stays across Porto, Lisbon and Albufeira, breakfast throughout, a Sunset Sailing Tour on the Tagus River in Lisbon, and All Inclusive in the Algarve.

Quick Summary

✔ Round-trip flights from the US with baggage
✔ Scenic train transfers from Porto to Lisbon and Lisbon to Algarve
✔ Airport transfers throughout the itinerary
✔ 9-night stay in Porto, Lisbon & Algarve (Albufeira)
✔ Breakfast throughout the itinerary
✔ Sunset Sailing Tour on the Tagus River in Lisbon
✔ All Inclusive in the Algarve

Package Overview

Start from Porto, where colourful riverside streets, historic architecture and the Douro River create an enchanting introduction to Portugal. Continue by scenic train to Lisbon, exploring grand squares, charming neighbourhoods and iconic viewpoints before enjoying a memorable sunset sailing experience along the Tagus River. Finish in Albufeira in the Algarve, where golden beaches, dramatic coastline and an All Inclusive stay provide the perfect relaxing finale.

Destinations & Highlights

✅ Porto – Ribeira, Dom Luís I Bridge, Porto Cathedral, Livraria Lello & Douro River
✅
Lisbon – Belém Tower, Jerónimos Monastery, Alfama, Praça do Comércio, São Jorge Castle, iconic trams & Sunset Sailing Tour on the Tagus River
✅
Algarve (Albufeira) – Golden beaches, dramatic cliffs, Old Town & All Inclusive resort stay

Best Time to Travel

April–June and September–October offer excellent opportunities to explore Porto, Lisbon and the Algarve, with generally pleasant temperatures for sightseeing, scenic journeys, coastal experiences and relaxing by the beach.

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Itinerary

Day 1: Arrival in Porto – Gateway to Northern Portugal

Arrive in Porto and meet your private driver for a transfer to your hotel. Spend the rest of the day exploring the riverside charm of the city — stroll along the Douro, admire the Dom Luís I Bridge, or enjoy dinner at a local wine bar.

Overnight in Porto

Hotel: Eurostars das Artes, Porto ★★★★
Room: Comfort Room

Day 2: Porto – Wine, Culture & History

Spend your day exploring Porto’s historic highlights. Wander through the UNESCO-listed Ribeira district, marvel at the azulejo tiles of São Bento Station, or tour one of the iconic port wine cellars in Vila Nova de Gaia. As evening falls, relax by the river with a glass of local vintage.

Overnight in Porto

Hotel: Eurostars das Artes, Porto ★★★★
Room: Comfort Room
Meals: Breakfast

Day 3: Porto – Day at Leisure or Optional Douro Valley Tour

Enjoy a relaxing day in Porto or take an optional full-day tour to the Douro Valley, one of the world’s oldest wine regions. Cruise along the river, sample regional wines, and admire terraced vineyards cascading down the hillsides before returning to the city.

Overnight in Porto

Hotel: Eurostars das Artes, Porto ★★★★
Room: Comfort Room
Meals: Breakfast

Day 4: Scenic Train to Lisbon – The Capital Awaits

After breakfast, check out and board a comfortable train to Lisbon (approx. 3 hours). Arrive in Portugal’s capital and settle into your hotel. The evening is yours to explore — perhaps enjoy a riverside stroll in the Baixa district or dine in the lively Bairro Alto.

Overnight in Lisbon

Hotel: HF Fénix Urban ★★★★
Room: Standard Room
Meals: Breakfast

Day 5: Lisbon – Timeless Charm & Iconic Sights

Spend your day discovering Lisbon’s landmarks — Belém Tower, Jerónimos Monastery, and the Monument to the Discoveries. Wander through Alfama’s winding alleys, or take a tram ride through Chiado and Bairro Alto. In the evening, enjoy traditional Fado music and dinner in an old-town tavern.

Overnight in Lisbon

Hotel: HF Fénix Urban ★★★★
Room: Standard Room
Meals: Breakfast

Day 6: Lisbon – Optional Excursion to Sintra or Cascais

Take the day at leisure or opt for an excursion to Sintra, home to the colorful Pena Palace and fairytale-like gardens, or Cascais, a chic seaside escape. Return to Lisbon in the evening and enjoy its vibrant nightlife or a peaceful walk by the river.

Overnight in Lisbon

Hotel: HF Fénix Urban ★★★★
Room: Standard Room
Meals: Breakfast

Day 7: Journey to the Algarve – Beachside Serenity

After breakfast, board a scenic train to Albufeira (approx. 4.5 hours). Upon arrival, transfer to your coastal resort and begin your All-Inclusive stay. Relax by the pool, walk along the sandy shores, and savor your first evening by the sea.

Overnight in Albufeira (Algarve)

Hotel: NAU São Rafael Suites ★★★★
Room: Double Standard Nau 
Meals: All-Inclusive

Days 8–9: Algarve – Sun, Sea & Relaxation (All-Inclusive)

Spend the next two days embracing Algarve’s beauty. Lounge by the pool, enjoy unlimited dining and drinks, or explore local gems such as the Benagil Caves or Lagos. End your evenings with sunsets over the Atlantic and cocktails under the stars.

Overnight in Albufeira (Algarve)

Hotel: NAU São Rafael Suites ★★★★
Room: Double Standard Nau 
Meals: All-Inclusive

Day 10: Farewell Portugal – Departure from Faro

After breakfast, check out and take your private transfer to Faro Airport for your return flight home. Leave with unforgettable memories of Portugal’s cities, culture, and coastal splendor.

Meals: Breakfast

9 Nights
from $1,599pp
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Travel Date:

Departure Dates from Boston:

- $1599pp: Jan 12, 13, 22 2027
                  Feb 05, 16 2027
- $1699pp: Nov 03, 12, 17, 24 2026
                  Dec 08, 10 2026
                  Mar 02, 06, 13 2027
- $1899pp: Oct 27, 29, 31 2026
                  Apr 01, 08 2027
- $2099pp: Jun 02, 04, 05 2027
- $2199pp: May 01, 08 2027 
- $2399pp: Jul 04, 05 2027

Additional Prices From Other Cities:

- Miami: from +$49 per person

- Washington D.C: from +$99 per person

- Los Angeles: from +$99 per person

- Orlando: from +$99 per person

- Chicago: from +$149 per person

Inclusions :

 Round-trip flights with baggage

 Internal train journeys:
  - Porto → Lisbon
  - Lisbon → Albufeira 

 3 nights stay in 4★ Eurostars das Artes, Porto

 Sail, Sip & Savor: Douro Boat Tour With Wine Tasting

 Local accommodation tax: €3 per person per night (USD 10.38 per person for the full stay)

 3 nights stay in HF Fénix Urban 4★, Lisbon

 Sunset Sailing on the Tagus River

 Local accommodation tax: €4 per person per night (USD 19.14 per person for the full stay)

 3 nights stay in NAU São Rafael Suites 5★, Albufeira

 Local accommodation tax: €2 per person per night (USD 6.92 per person for the full stay)

 Daily breakfast in Porto & Lisbon + All-Inclusive in Albufeira

 Private airport transfers throughout

 Based on two adults sharing

 Prices vary by departure city — call for custom quotes from your nearest airport

 We strive to confirm the hotels listed in rare cases where listed hotels aren’t available, like-for-like alternatives will be provided

ℹ️ Note: City taxes (if applicable) are payable locally at the hotel.

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9 nights
from $1,599pp
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