The 4 Best Wine Country Day Trips in Lisbon

1.Quinta da Regaleira and Visit to Sintra Private Half Day Tour

★★★★★★★★★★4.5 · 99 reviews · 4 hours (approx.) · from $102Our pick

Travel from Lisbon to Sintra for a private four-hour tour of the village and Quinta da Regaleira. Your guide, possibly Marco, David, Diogo, Luis, Anna, or Gonçalo, leads you through the palace, gardens, tunnels, and famous initiation well, with pickup and drop-off at your address.

“The well was exceptional. It's a masterpiece. Sintra itself is a masterpiece. This is a cant miss. Our guide was very knowledgeable about the whole area. We did a 4 hrs tour and it felt quicker because of all the sites we went to. It started off Foggy when we left Lisbon but cleared up when we got Sintra. We would go back for sure, so much to see.”

Check availability →Read our full review

2.Sintra and Quinta da Regaleira Private Day Trip

★★★★★★★★★★4.9 · 13 reviews · 8 hours

Spend eight hours with a private guide exploring Quinta da Regaleira, Sintra, Cabo da Roca, and the Portuguese Riviera. Guides such as Gustav, Gustavo, and Antonio are praised for history, local culture, and flexible planning. Pena Palace is optional, while Regaleira entry is included.

“This tour was outstanding! We really enjoyed the day! Our guide, Gustavo, was extremely knowledgeable, personable, and informative. We would highly recommend taking this tour.”

Check availability →Read our full review

3.Douro Valley Private Day Trip from Lisbon: Vineyards & River View

★★★★★★★★★★5.0 · 6 reviews · 12 to 14 hours (approx.) · from $571Top rated

Leave Lisbon at 7:00 a.m. with a private guide and vehicle for the Douro Valley. Expect a long but rewarding day with viewpoints, Régua, the N222, Pinhão, vineyard and Port tastings, lunch time, and an included boat trip. Guides such as Filipe focus on comfort and safe driving.

“Felipe Castro was courteous, excellent, concerned for our comfort, knowledgeable, great energy, and easy to get along with. He made the trip very delightful and pleasant. Highly recommend.”

Check availability →Read our full review

4.Full Day Tour in Sintra Pena Palace and Quinta de Regaleira

★★★★★★★★★★5.0 · 5 reviews · 8 hours (approx.)

Spend about eight hours with guide Vlad on a private Sintra tour from Lisbon for up to three people. Visit Quinta da Regaleira and Pena Palace, then see Cabo da Roca, Guincho Beach, Boca do Inferno, and Cascais. Palace tickets and lunch cost extra.

“Took a private tour to Sintra and had an excellent time visiting Pena Palace. Vlad was very knowledgeable and showed us some amazing places. The ride was very pleasant as well.”

Check availability →Read our full review