Perfect Pairings: Lisbon & Rural Alentejo

Let us take you on a thrilling adventure as we guide you through the lesser known gems of Lisbon and Alentejo. Taking you along the road less travelled you will submerge in bespoke private out of hours tours, the secret nooks of Sintra and unearth palace secrets as our expert guides share their passion and knowledge. Along with awe-inspiring beauty, exquisite crafts, world renowned wineries and delicious cuisine, you will discover this corner of Portugal like never before.

3 nights private tour from SGD $15,400

Journey highlights

  • Jump on board the iconic yellow tram and discover Lisbon through its flavours, medieval architecture, lively soul and buzzing café culture

  • Enjoy private tours, wine tastings and gourmet delights in Lisbon, Sintra and the lesser known Alentejo 

  • Unearth palace secrets at the dramatic Quinta da Regaleira and iconic Pena Palace

  • Devour farm to table food with incredible local produce, cheeses and wine 

Speak to an expert to personalise this tour

Our team of travel specialists are waiting to help you book your dream adventure.

Enquire Now
or call us on 212 372 7009

Itinerary

Day 1 - 4
  • Lisbon

    At a Glance

    Your bespoke luxury break is raring to go. Arrive at the gorgeous Bairro Alto Hotel, boasting a mix of boho style and contemporary elegance with exclusive access to the roof terrace overlooking the city, the perfect base to relax!

    Devour breakfast and set off on a tour of the city with your private guide. Be wowed as you visit the magnificent Jeronimos Monastery before opening hours, with no one else there travel back in time to when the Hieronymite monks lived here, and silence was the motto. Board your very own private yellow tram and wind your way through the seven hills of Lisbon, discovering the enchanting neighbourhoods and vibrant atmosphere of the city. Explore downtown Lisbon with an exclusive visit to the Church of São Roque, where the nooks of the church are usually hidden away from the public.

    The following day lose yourself in an exceptional guided tour through the rolling hills of Sintra. On the way, you will understand the passion and love put into running the magnificent estate of Quinta de Santana. You'll be guided through the vineyards, winery, barrel room and 17th century chapel ending with a tasting of their delicious wines, followed by a delicious picnic in the grounds. Next, on to the divine World Heritage Site of Sintra where hundreds of years of history and culture await you. Pass by amazing royal palaces, chalets and aristocratic residences in the most incredible combination of architectural styles, colours, and shapes. In the old centre lies a one-of-a-kind mansion, Quinta da Regaleira. Travel through the magical labyrinth of trees and walk down the steps of the initiation well to Quinta da Regaleira's underground passageways. After hours visit the iconic Pena Palace, a mesmerising hilltop palace of whimsical design with sweeping views of the valley, forest and sea.

    Where to stay

    Bairro Alto Hotel (3 nights)

Our tailor made journeys include:

When to visit

  • J
  • F
  • M
  • A
  • M
  • J
  • J
  • A
  • S
  • O
  • N
  • D
Best time to visit
Good time to visit
Average time to visit

Lisbon is a year-round destination, although the city can be busy during the summer months. Spring and autumn are some of the best times to visit.

The south of Portugal has a mild climate with more that 300 days of sunshine a year. The weather generally warm and sunny in May with the risk of the odd shower of rain. Sometimes it can be cool in the evenings. By June the weather generally settles in a pattern of long hot sunny days and balmy evenings especially in July and August. June and September are particularly pleasurable months.

Perfect Pairings: Lisbon & Rural Alentejo
Perfect Pairings: Lisbon & Rural Alentejo

Let's get this Perfect Pairing booked for you. Call us on 212 372 7009 to start planning your trip.

Book This Perfect Pairing

Why Scott Dunn for Luxury Tours?

You are on our website
We noticed that you are in and recommend that you explore our website instead.
switch to website
Or continue to explore our website