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Lisbon, Cascais & Évora by First-Class: 8-Day Portugal Tour

8 Days/7 Nights: Combine Lisbon, coastal Cascais and historic Évora with train travel and wine tasting.

Duration 8 Days / 7 Nights
Trip style City Breaks by Train Vacation
Departures Departure Any Day
From $1,269 per person

Tour Overview

Lisbon, Cascais & Évora by Train is an 8-day, 7-night Portugal vacation combining the capital, the Lisbon coast and historic Alentejo. Stay in Lisbon, Cascais and Évora, with rail travel between destinations, selected transfers, breakfast accommodations and included sightseeing.

Begin with two nights in Lisbon and a Tuk Tuk food and wine experience before traveling by train to Cascais for two nights on the coast. Continue by first-class train to Évora for a guided walking tour and wine-cellar visit with tasting, then return to Lisbon for a final overnight before departure.

Itinerary at a Glance

  1. Day 1 - Arrive in Lisbon
  2. Day 2 - Lisbon Tuk Tuk Food & Wine Experience
  3. Day 3 - Train from Lisbon to Cascais
  4. Day 4 - Cascais at Leisure
  5. Day 5 - Cascais to Évora by Train
  6. Day 6 - Évora Walking Tour & Wine Tasting
  7. Day 7 - First-Class Train from Évora to Lisbon
  8. Day 8 - Depart Lisbon

Day-by-Day Itinerary

Day 1 - Arrive in Lisbon

Arrive at Lisbon Airport, where you will be met and transferred to your hotel. Check in for a two-night stay on a bed-and-breakfast basis and enjoy the remainder of the day at leisure.

Day 2 - Lisbon Tuk Tuk Food & Wine Experience

Enjoy time to explore Lisbon before joining an included 2½-hour Tuk Tuk tour combining city sightseeing with Portuguese food and wine. Travel through characteristic neighborhoods including Bairro Alto, Chiado and Rossio, admire views across the city and sample Portuguese tapas and wines.

Day 3 - Train from Lisbon to Cascais

Check out of your Lisbon hotel and make your own way to Cais do Sodré railway station. Travel by train to Cascais, a journey of approximately 40 minutes. Upon arrival, make your own way from Cascais station to your hotel and check in for a two-night stay.

Day 4 - Cascais at Leisure

Enjoy a free day in Cascais. Explore the historic center and waterfront, relax along the coast or spend the day discovering the surrounding Lisbon seaside area at your own pace.

Day 5 - Cascais to Évora by Train

Check out of your Cascais hotel and make your own way to Cascais railway station. Travel back to Lisbon Cais do Sodré station, then continue independently by subway or taxi to Oriente railway station.

From Oriente, travel in first class to Évora, a journey of approximately 1½ hours. Upon arrival, an included transfer will take you from Évora station to your hotel. Check in for a two-night stay on a bed-and-breakfast basis.

Day 6 - Évora Walking Tour & Wine Tasting

Discover Évora on an included guided walking tour of approximately 1½ hours. Explore its historic streets and see landmarks including Giraldo Square, the Roman Temple, the Cathedral and the Church of São Francisco. Entrance tickets to monuments are not included.

In the afternoon, take an included private transfer to a local wine cellar for a wine tasting. After the visit, transfer back to your hotel in Évora.

Day 7 - First-Class Train from Évora to Lisbon

After breakfast, check out of your Évora hotel and transfer to the railway station. Travel in first class to Lisbon Oriente station, a journey of approximately 1½ hours. Transfer from Oriente station to your Lisbon hotel is not included. Check in for your final night in Lisbon.

Day 8 - Depart Lisbon

After breakfast and hotel check-out, transfer from your Lisbon hotel to Lisbon Airport for your departure.

What's Included

Includes

  • Meet-and-greet assistance on arrival at Lisbon Airport
  • Private transfer from Lisbon Airport to your Lisbon hotel
  • 2 nights in Lisbon with breakfast at the beginning of the trip
  • Lisbon Tuk Tuk food and wine experience
  • Train ticket from Lisbon Cais do Sodré to Cascais
  • 2 nights in Cascais with breakfast
  • Train ticket from Cascais to Lisbon Cais do Sodré
  • First-class train ticket from Lisbon Oriente to Évora
  • Transfer from Évora railway station to your hotel
  • 2 nights in Évora with breakfast
  • Guided Évora walking tour
  • Private round-trip transfers between your Évora hotel and the wine cellar
  • Wine-cellar visit and wine tasting
  • Transfer from your Évora hotel to the railway station
  • First-class train ticket from Évora to Lisbon Oriente
  • 1 final night in Lisbon with breakfast
  • Private transfer from your Lisbon hotel to Lisbon Airport on departure day

Does Not Include

  • Portugal city taxes, payable directly to the hotels
  • Transfer from your Lisbon hotel to Cais do Sodré railway station on Day 3
  • Transfer from Cascais railway station to your hotel on Day 3
  • Transfer from your Cascais hotel to Cascais railway station on Day 5
  • Transportation from Lisbon Cais do Sodré station to Oriente railway station on Day 5
  • Transfer from Lisbon Oriente railway station to your hotel on Day 7
  • Entrance tickets to monuments visited during the Évora walking tour

Dates & Rates

Understanding the Rates

Please Note: Price supplements may apply during New Year, Christmas, Easter, Fátima, and other national or religious holidays. Any applicable supplements will be confirmed during the quotation process for your approval.

Important Notes

Rates & Dates

  • Rates are per person in U.S. dollars.
  • Rates do not include city taxes, where applicable. These must be paid directly to the hotel at check-in.
  • Dates shown are for the tour's land departure. If you are taking an overnight flight to reach the departure city, plan to leave one day earlier than the date shown.
  • Depending on the hotel, some triple rooms may accommodate the third guest on an extra bed that may not be suitable for a larger adult.

Flights

  • International flights are not included. Inter-island flights are included only when specifically stated in the package itinerary.
  • We cannot book airline seat assignments. Any seat-selection fees must be arranged and paid directly with the airline after tickets have been issued.

Departure Date Between:

9/5/2026 and 10/12/2026

  • Double Superior: $1,690/person
  • Single Superior: $2,707/person
  • Triple Superior: $1,575/person
Room TypeSuperior
Double$1,690/person
Single$2,707/person
Triple$1,575/person

10/13/2026 and 10/31/2026

  • Double Superior: $1,485/person
  • Single Superior: $2,379/person
  • Triple Superior: $1,405/person
Room TypeSuperior
Double$1,485/person
Single$2,379/person
Triple$1,405/person

11/1/2026 and 3/31/2027

  • Double Superior: $1,345/person
  • Single Superior: $2,157/person
  • Triple Superior: $1,269/person
Room TypeSuperior
Double$1,345/person
Single$2,157/person
Triple$1,269/person

Hotels

Note: Hotels shown are for reference only. We reserve the right to change hotels based on availability, group size or other factors. Should alternate hotel be required, it will be of same or better rating .

Superior Hotels

Booking & Policies

Booking Your Land-Only Vacation

  • A non-refundable, non-transferable deposit of $350 per person is required to confirm and hold your reservation.
  • Vacation departure dates, itineraries and prices are subject to change until your reservation is confirmed.
  • Final payment is due 55 days before departure.

Booking Your Vacation With Air

  • This vacation does not include an airfare option. We can hold your land reservation while you arrange your flights. Once you confirm your air itinerary, we can proceed with collecting the required deposit and confirming the land portion of your vacation.

Cancellation Policy

  • The $350 per person deposit is non-refundable.
  • For cancellations made 55 days or more before arrival, the cancellation charge is $350 per person.
  • For cancellations made 54 days or fewer before arrival, no-shows and unused services, no refund will be provided.
  • A cancellation is considered valid only after we have received the request and confirmed the cancellation to you.

Refund Fees

  • Any credit-card processing fee assessed when a payment is made will be deducted from any refunded amount. This also applies to deposits refunded because requested services are unavailable for the requested travel dates.

I Want to Book. What Do I Do Next?

  • Click the “Request Quote” button to send us your reservation request.
  • No payment will be collected when you submit the request.
  • One of our travel associates will contact you by email to answer your questions and assist with booking your package.
  • If you are not ready to book, please contact us with any questions about your trip or vacation.

Booking Changes

  • A fee of $35 per person, per transaction, will be charged for revisions or changes made to a reservation after the booking has been confirmed.

Travel Insurance

  • We strongly recommend purchasing travel and cancellation insurance. Please ask us for additional information.

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