Lisbon, Madeira & the Azores: 13-Day Portugal Island Adventure

13 Days/12 Nights. Combine Lisbon, Madeira and São Miguel on a Portugal vacation featuring mainland culture, Madeira landscapes and the volcanic scenery of the Azores.

Duration 13 Days / 12 Nights
Trip style Lisbon, Azores & Madeira Vacation
Departures Departure Any Day
From $3,154 per person

Tour Overview

Experience three distinct sides of Portugal on a 13-day, 12-night journey combining Lisbon, Madeira and the Azores. Begin with two nights in Lisbon and a full-day small-group tour of Sintra, Cascais, Belém and central Lisbon. Continue to Madeira for four nights in Funchal, then fly to São Miguel for four nights in Ponta Delgada before returning to Lisbon for two final nights.

The itinerary combines guided sightseeing with independent time. In Lisbon, explore Sintra and the Atlantic coast before returning through Belém and the city center. On Madeira, travel through mountain scenery and traditional villages on the full-day Santana excursion. On São Miguel, discover Sete Cidades and Lagoa do Fogo on a full-day tour with lunch.

Flights between Lisbon, Madeira and São Miguel, along with the airport and hotel transfers specified in the itinerary, are included. The Lisbon excursion operates as a small-group minivan tour, while the Madeira and São Miguel sightseeing operates as regular shared touring.

13 Days • 12 Nights • Lisbon + Madeira + São Miguel • Small-Group & Regular Guided Tours

Itinerary at a Glance

  1. Day 1 - Lisbon: Arrival
  2. Day 2 - Sintra, Cascais & Lisbon: Full-Day Small-Group Tour
  3. Day 3 - Lisbon to Madeira
  4. Days 4-6 - Madeira: Santana Excursion & Free Time
  5. Day 7 - Madeira to São Miguel
  6. Days 8-10 - São Miguel: Sete Cidades, Lagoa do Fogo & Free Time
  7. Day 11 - São Miguel to Lisbon
  8. Day 12 - Lisbon: Leisure Day
  9. Day 13 - Lisbon: Departure

Day-by-Day Itinerary

Day 1 - Lisbon: Arrival

Arrive at Lisbon Airport, where you will be met and transferred to your hotel. Check in for a two-night stay in Lisbon on a bed-and-breakfast basis. The remainder of the day is free to settle in and begin exploring the Portuguese capital at your own pace.

Day 2 - Sintra, Cascais & Lisbon: Full-Day Small-Group Tour

Depart from the designated meeting point for a full-day small-group tour by minivan combining Sintra, Cascais, Belém and central Lisbon. Lunch is not included.

Travel first to Sintra, a UNESCO World Heritage destination, for a guided visit to the exterior areas and gardens of Pena Palace. The Pena Palace ticket is included. Continue to Sintra’s historic center for free time to explore the winding streets, traditional shops or enjoy lunch at a local restaurant.

After lunch, continue to Cascais for free time in the seaside town. Return toward Lisbon for a panoramic visit to Belém, including views of Belém Tower and the Monument to the Discoveries, a stop at Jerónimos Monastery and a Pastéis de Belém tasting, which is included.

The day concludes with a panoramic introduction to central Lisbon, passing areas and landmarks such as Estrela, São Pedro de Alcântara, Cais do Sodré, Ribeira das Naus, Praça do Comércio, Largo Camões, Rossio and Restauradores.

Day 3 - Lisbon to Madeira

Check out of your Lisbon hotel and transfer to Lisbon Airport for the included flight to Madeira, approximately one hour and forty-five minutes. Upon arrival at Funchal Airport, transfer to your hotel and check in for a four-night stay on a bed-and-breakfast basis.

Days 4-6 - Madeira: Santana Excursion & Free Time

During your four-night stay in Funchal, one full-day Santana regular tour is included. The excursion normally operates on Mondays, Wednesdays and Fridays, so the exact day will depend on your travel dates and the local operating schedule.

Depart Funchal and travel toward Camacha, known for traditional wickerwork, before continuing through Madeira’s mountainous interior toward Poiso and Pico do Arieiro, the island’s second-highest peak. Weather permitting, enjoy panoramic views of the surrounding mountains and valleys.

Descend toward Ribeiro Frio, where the itinerary may allow time for a short walk, then continue to Faial and Santana, known for its distinctive triangular thatched houses. Free time is provided for lunch; lunch is not included.

The return route continues through Porto da Cruz, Portela and Machico before returning to Funchal. Your remaining time on Madeira is free for independent sightseeing, relaxation or optional activities.

Day 7 - Madeira to São Miguel

Check out of your Funchal hotel and transfer to the airport for the included flight to Ponta Delgada on São Miguel. Upon arrival, transfer to your hotel and check in for a four-night stay on a bed-and-breakfast basis.

Days 8-10 - São Miguel: Sete Cidades, Lagoa do Fogo & Free Time

During your stay on São Miguel, join a full-day regular tour to Sete Cidades and Lagoa do Fogo, normally departing around 09:00. Lunch is included.

The tour begins with a visit to a pineapple plantation to learn about the fruit’s growing stages and sample pineapple liqueur. Continue to Pico do Carvão for panoramic views across the island before traveling toward the Sete Cidades volcanic complex.

Visit Lagoa de Santiago and continue to the Vista do Rei viewpoint for views over the Sete Cidades crater and lakes. After lunch at a local restaurant, travel to Pico da Barrosa and stop at the Lagoa do Fogo viewpoint.

The excursion concludes in Ribeira Grande, where you can see traditional local architecture and sample regional liqueurs before returning to Ponta Delgada. The remaining time on São Miguel is free for independent exploration or optional activities.

Day 11 - São Miguel to Lisbon

Check out of your Ponta Delgada hotel and transfer to the airport for the included flight back to Lisbon. Upon arrival at Lisbon Airport, transfer to your hotel and check in for the final two nights on a bed-and-breakfast basis.

Day 12 - Lisbon: Leisure Day

Enjoy a full day at leisure in Lisbon for independent sightseeing, shopping, dining or an optional experience.

Day 13 - Lisbon: Departure

Check out of your hotel and transfer to Lisbon Airport for your onward flight.

Important Notes

  • This 2027 package is 13 days and 12 nights: 2 nights in Lisbon, 4 nights in Funchal, 4 nights in Ponta Delgada on São Miguel, and 2 final nights in Lisbon.
  • The full-day Sintra, Cascais, Belém and Lisbon excursion operates as a small-group tour by minivan and departs from a designated meeting point. Lunch is not included.
  • The Pena Palace ticket specified for the Lisbon-area tour is included for the exterior and gardens visit described by the supplier.
  • A Pastéis de Belém tasting is included during the Lisbon sightseeing program.
  • The Santana excursion is a regular full-day tour, normally operating Mondays, Wednesdays and Fridays. Lunch is not included.
  • The Sete Cidades and Lagoa do Fogo excursion operates as a regular full-day tour and includes lunch.
  • The included flights are Lisbon–Funchal, Funchal–Ponta Delgada and Ponta Delgada–Lisbon. The supplier lists a baggage allowance of one checked bag up to 23 kg / 50 lb plus one carry-on bag up to 8 kg / 17 lb, subject to airline rules.
  • Lisbon city tax is not included and is listed by the supplier as €4 per person, per night, payable directly to the hotel.
  • The supplier program is valid from January 2 through December 10, 2027.
  • Madeira departure blackouts are April 10–May 11 and December 15–January 2. The Azores departure blackout is May 14–31.
  • Tours in French are subject to availability.

What's Included

Lisbon & Portuguese Archipelagos is a 13-day, 12-night vacation combining Lisbon with Madeira and São Miguel in the Azores. The package includes 4-star hotels, daily breakfast, flights between the three destinations, airport transfers and scheduled guided sightseeing, with free time for independent exploration.

  • Lisbon – 4 nights
  • Madeira Island (Funchal) – 4 nights
  • São Miguel Island (Ponta Delgada) – 4 nights

Included in this Package:

  • Meet-and-greet assistance on arrival at Lisbon Airport
  • 4 nights in Lisbon: 2 nights at the beginning of the vacation and 2 final nights after returning from São Miguel
  • 4 nights in Funchal, Madeira
  • 4 nights in Ponta Delgada, São Miguel
  • Daily breakfast and VAT
  • Flights from Lisbon to Funchal, Funchal to Ponta Delgada and Ponta Delgada to Lisbon
  • Baggage allowance on the included flights: 1 checked bag up to 23 kg / 50 lb and 1 carry-on bag up to 8 kg / 17 lb, subject to airline rules
  • Airport-hotel-airport transfers in Lisbon, Funchal and Ponta Delgada as described in the itinerary
  • Full-day small-group tour by minivan of Sintra, Cascais, Belém and Lisbon
  • Pena Palace ticket for the scheduled exterior and gardens visit
  • Pastéis de Belém tasting during the Lisbon sightseeing program
  • Full-day Santana regular tour on Madeira, normally operating Mondays, Wednesdays and Fridays
  • Full-day Sete Cidades and Lagoa do Fogo regular tour on São Miguel with lunch included

Not Included in this Package:

  • International airfare to or from Portugal. Please contact us if you would like airfare included in your quotation.
  • Lisbon city tax of €4 per person, per night, payable directly to the hotel
  • Lunch on the Sintra/Cascais/Lisbon tour
  • Lunch on the Santana tour
  • Meals other than daily breakfast, the included Sete Cidades/Lagoa do Fogo lunch and the Pastéis de Belém tasting
  • Optional activities and personal expenses

Blackout for departure dates:

  • April 10 through May 11, 2027 – Madeira Flower Festival period
  • May 14 through May 31, 2027 – Santo Cristo dos Milagres festivities in the Azores
  • December 15, 2027 through January 2, 2028 – Madeira Christmas and New Year period

Dates & Rates

Understanding the Rates

Hotel Package Category

Available hotel categories vary by package. The categories below are the ones currently offered for this itinerary.

Superior
  • Higher-end 4-star hotels, sometimes including 5-star properties
  • Enhanced comfort, location, or services
  • Ideal for a more refined experience

Exact hotels and star ratings vary by itinerary, travel dates, and availability.

Hotel Notes
  • Each package has a hotel summary description. For detailed information, please visit the hotel's official webpage online.
  • For specific hotel or ocean-view room preference, please notify us when filling your booking form. Additional charges may apply.
Room Rate Type
  • Solo = Person traveling alone
  • Single = Person staying in a single room and sharing tour services with others in travel party
  • Double = 2 Persons per room
  • Triple = 3 Persons per room
Price Currency
  • Rates are shown in U.S. Dollars

Departure Date Between:

10/20/2026 and 10/31/2026
  • Double Superior: US$3,875/person
  • Single Superior: US$6,097/person
  • Triple Superior: US$3,602/person
  • : Price on request
Room TypeSuperior
DoubleUS$3,875/person
SingleUS$6,097/person
TripleUS$3,602/person
11/1/2026 and 12/10/2026
  • Double Superior: US$3,549/person
  • Single Superior: US$5,667/person
  • Triple Superior: US$3,251/person
  • : Price on request
Room TypeSuperior
DoubleUS$3,549/person
SingleUS$5,667/person
TripleUS$3,251/person
12/11/2026 and 1/2/2027
  • Double Superior: Price on request
  • Single Superior: Price on request
  • Triple Superior: Price on request
  • : Price on request
Room TypeSuperior
DoublePrice on request
SinglePrice on request
TriplePrice on request
1/3/2027 and 3/27/2027
  • Double Superior: US$3,444/person
  • Single Superior: US$5,500/person
  • Triple Superior: US$3,154/person
  • : Price on request
Room TypeSuperior
DoubleUS$3,444/person
SingleUS$5,500/person
TripleUS$3,154/person
3/28/2027 and 4/9/2027
  • Double Superior: US$3,875/person
  • Single Superior: US$6,097/person
  • Triple Superior: US$3,602/person
  • : Price on request
Room TypeSuperior
DoubleUS$3,875/person
SingleUS$6,097/person
TripleUS$3,602/person
4/10/2027 and 5/31/2027
  • Double Superior: Price on request
  • Single Superior: Price on request
  • Triple Superior: Price on request
  • : Price on request
Room TypeSuperior
DoublePrice on request
SinglePrice on request
TriplePrice on request
6/1/2027 and 9/30/2027
  • Double Superior: US$4,410/person
  • Single Superior: US$6,923/person
  • Triple Superior: US$3,910/person
  • : Price on request
Room TypeSuperior
DoubleUS$4,410/person
SingleUS$6,923/person
TripleUS$3,910/person
10/1/2027 and 10/31/2027
  • Double Superior: US$3,875/person
  • Single Superior: US$6,097/person
  • Triple Superior: US$3,602/person
  • : Price on request
Room TypeSuperior
DoubleUS$3,875/person
SingleUS$6,097/person
TripleUS$3,602/person
11/1/2027 and 12/10/2027
  • Double Superior: US$3,549/person
  • Single Superior: US$5,667/person
  • Triple Superior: US$3,251/person
  • : Price on request
Room TypeSuperior
DoubleUS$3,549/person
SingleUS$5,667/person
TripleUS$3,251/person
12/11/2027 and 12/31/2027
  • Double Superior: Price on request
  • Single Superior: Price on request
  • Triple Superior: Price on request
  • : Price on request
Room TypeSuperior
DoublePrice on request
SinglePrice on request
TriplePrice on request

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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