Never leave your Azores state of mind
Travel deals, tips.
Delivered

Azores 5 Island Private Guided Tour: Visit Flores, Faial, Pico, Terceira and São Miguel Islands


Tour Overview

Customizable Package

Please note that this package can be customized to meet your travel schedule and requirements. You may either add your changes to the comments section of the reservation form or click here to request your changes.

Tour Highlights

15 days, 14 nights - Visit the beautiful and spectacular Azores Islands with this leisurely tour of São Miguel, Terceira, Faial, Pico, and Flores. Start at the westernmost point in Europe, the Island of Flores, and continue through the islands to Faial, Terceira, and São Miguel, and visit Pico by way of a ferry from Faial. In mid-summer Sao Jorge can be accessed by ferry from Faial and Corvo by ferry from Flores. Also included in this package are accommodations, breakfast buffet daily, roundtrip airport-hotel transfers, and sightseeing. three island azores guided tour package.

Itinerary

Day 1 - Flores

Generally considered the most beautiful island of the Azores, Flores is only 10 ½ miles long and 7 ¾ miles at its widest. The island is spectacular, with craggy cliffs, a multitude of lakes and craters, high waterfalls, small pastures bordered by miles of hydrangea hedges and stunning vistas of every imaginable shade of green. Meet your driver, carrying a sign with your name, in the arrivals area. Transfer service from Flores airport in Santa Cruz to the Hotel. Please note that transfers may or not be private.

Day 2 - Flores | Full-day Tour of Flores

Full day tour of Flores. Departure is 9:00am. Meet the driver at hotel reception. Private car with English speaking driver/guide. Depart from your hotel and stop at Ribeira da Cruz belvedere. Visit several lakes before stopping at Fajazinha belvedere. There are many beautiful waterfalls between Fajazinha to Ponta da Faja Grande. Lunch not included. Visit Rocha dos Bordoes, a lava solidification creating very high vertical fluting known as columnar jointing. Stop at the Caveira belvedere before returning to your hotel. Balance of the day at leisure. Please note that this tour may or not be private.

Day 3 - Flores

In the summer months, it may be possible to visit the island of Corvo by ferry (not included in the package).

Day 4 - Flores/Faial

Transfer service from the hotel to the airport for the short flight to Faial. You will be advised locally of the pickup time. Upon arrival in Faial, look for your driver (with sign) in the arrivals area for your transfer to Hotel. You will be given your ferry tickets and advised of which ferry to take to Pico for your tour. Horta was once the strategic relay point for early trans-Atlantic cable communications between the U.S. and Europe. Modern technology now bypasses the old cable network. Since their discovery in the 14th century, the Azores Islands have played an important role as a staging and victualing point for ships crossing the Atlantic, an enviable location for nations with New World colonies. The town’s Santa Cruz fortress (now a Pousada) was attacked by the Spanish in 1583 and, a few years later, Horta was razed by England’s Sir Walter Raleigh. Today, now peaceful Horta is famous for its yacht harbor, a haven for trans-Atlantic yachts and sailboats. Visiting crews paint the harbor walls with names and pictures of their vessels.

Day 5 - Faial | Half-day Tour of Faial

Half day tour of Faial. Departure at 9:00am. Meet the driver at hotel reception. (Private car with English speaking driver/guide). Your driver/guide will meet you in the lobby for your half-day island tour. Depart the hotel on the mountain road overlooking the Valley of Flamengos, toward Caldeira, the highest point on the island. Continue north to Capelinhos, site of the last volcanic eruption in the Azores. This 1957-58 event added 2 square km to the island. Earthquakes and ash destroyed much of the west side of the island prompting many islanders to emigrate to North America. The elements are slowly eroding the ash. There is a nearby museum detailing the eruption.

Day 6 -  Faial/Pico/Faial | Full-day Tour of Pico

Full-day tour to Pico Island (ferry from Horta and private car). Transfer from the Hotel to the harbor for a 30 minute trip to Pico. Meet your driver at the ferry dock in Madalena on Pico for a full day tour of the second largest island in the Azores. The island is dominated by the great bulk of Pico Mountain. Islanders make good use of the black volcanic rocks to build houses and walls in a distinctive fashion. Pico was an important whaling station and there is a museum showing how islanders took to the seas in open boats in pursuit of the leviathans. Fortunately, tourists are now the only ones who go to sea to see the many species of whales around the island. Lunch not included. An unusual feature of Pico is the UNESCO World Heritage Site of acres of vineyards encircled by small, black volcanic rock walls to protect them from the salt winds and to collect extra heat. A local fortified wine, Verdelho, is once again being produced from these local grapes. Return to Madalena in the afternoon for the ferry trip back to Horta and transfer to the Hotel.

Day 7 - Faial

Day at leisure in Horta, Faial. During the summer months (June-September), it is possible to visit São Jorge Island on a day trip by ferry from Horta.

Day 8 -  Faial/Terceira

Transfer service from the hotel to Horta airport. You will be advised locally of the pickup time. Upon arrival in Terceira, look for your driver (with sign) in the arrivals area. Transfer to Hotel. Terceira translates as “third”, the third island to be discovered in the Azores archipelago. It’s also the third largest in size. Walk the streets of Angra do Heroismo, founded in the 16th century, and you will feel transported back in time. This museum quality city is a UNESCO World Heritage site. Its snug harbor is protected by a volcanic cone which made Angra a major staging point for European ships bringing back the wealth of their New World colonies during the 16th to 18th centuries. In Angra, ships formed convoys to Europe as protection from pirates. Climb the hill behind the pretty public gardens for a grand view of the city and the volcanic cone of Monte Brasil. There is a U.S. airbase at Lajes, sharing the runways with commercial flights.

Day 9 - Terceira | Full-day Tour of Terceira

Full-day tour of Terceira. Departure at 9:00am. Meet the driver at hotel reception. Private car with English speaking driver/guide. Your driver/guide will meet you in the hotel lobby for a full day tour of the island. Depart by the south coast to Praia da Vitoria via Porto Judeu, a small fishing village. Then stop at Sao Sebastiao and its 15th parish church. Nearby is an “imperio”, a small chapel that is characteristic of the towns in the Azores. Imperios are central to the religious festivals of the Holy Ghost (Espirito Santo) popular throughout the Azores. These festivals are of medieval origin but are now seldom seen in mainland Europe. Terceira boasts the most colorful imperio. Praia da Vitoria is a charming town with a main square and a pedestrian shopping street. Time for lunch (not included) in Praia. Take the mountain road up to Serra do Cume for a view of the rolling, multi-hued green fields, bordered by stone walls and hydrangeas and the harbor of Praia in the distance. Then to Algar do Carvao, a huge lava tube about 300 feet long with stalactites and stalagmites. The cave is open June 1 through September 30. Continue to Biscoitos on the north coast to see the natural lava swimming pools. Return to your hotel by way of the typical villages of Altares, Doze Ribeiras, and Sao Mateus.

Day 10 - Terceira

Day at leisure in Angra. Angra is a wonderful city to explore on foot. Take a taxi to Monte Brasil for a panoramic view of the city and follow walking trails past several old fortresses and a castle.

Day 11 -  Terceira/São Miguel

Terceira to Sao Miguel Island. Departure transfer service from the hotel to the airport for the flight to São Miguel, the largest and most geographically diverse of the islands. You will be advised locally of the pickup time. Upon arrival in Ponta Delgada, look for your driver (with sign) in the arrivals area. Transfer service to your hotel. Ponta Delgada is the largest city as well as the capital of the Azores. Urban sprawl is beginning to set in, but the historic central part of the city is still charming. The hotel is well located for walks through the old section. Balance of the day at leisure.

Day 12 - São Miguel | Full-day Tour of Furnas

Full-day tour to Furnas. Meet the driver at hotel reception. Private car with English speaking driver/guide. Your driver/guide will pick you up at your hotel for your full day trip to Furnas. Just outside of Ponta Delgada, the rural life of São Miguel is everywhere. Depart along the south road passing the village of Lagoa for a viewpoint at Caloura. Continue to Vila Franca, once the capital. Upon arrival in the Furnas area, visit the lake and hot springs, and see the holes in the ground where meals are cooked by underground steam. Pots full of various meats, sausages, potatoes, and vegetables are steamed for 7 hours to produce "Cozidos nas Caldeiras" (Caldera Stew). Continue to the charming town of Furnas for a lunch stop (lunch not included). Visit the beautiful botanical gardens established in the 18th century (entry fee not included) with the opportunity to swim in the hot springs swimming pool. Cross the island to the north coast, stopping for a fine view of both the south and north coasts from an interior highland. On the way, you will visit a tea plantation, the only one in Europe. Return to your hotel about 5:30pm.

Day 13 - São Miguel | Full-day Tour of Sete Cidades (Twin Lakes) and Lagoa do Fogo (Fire Lake) 

Full-day tour of Sete Cidades (Twin Lakes) and Lagoa do Fogo (Fire Lake) with picnic lunch. After meeting your driver/guide in the hotel lobby, head west to one of the most awesome natural sights in the world, the twin caldeira lakes of Sete Cidades. The view from "Vista do Rei" (King's View) high on the crater's rim is stunning. Far below, next to the lakes is the pretty village of Sete Cidades (Seven Cities, named for a mythical kingdom). Descend into the caldeira to visit the town. Before returning to Ponta Delgada, stop at a pineapple plantation. The Azores are not warm enough to grow pineapples in the open, but they thrive in greenhouses with careful cultivation methods. The pineapples are small but very sweet. Continue to the Fire Lake, the highest crater lake located in the center of the island, stop at Caldeira Velha, Ribeira Grande and return to Ponta Delgada.

Day 14 - São Miguel

Day at leisure in Ponta Delgada. Ponta Delgada is a wonderful city to explore on foot. There's two botanical Gardens that can be visited and a Museum (not open daily).

Day 15 - São Miguel

Check out in the late morning. The hotel will store your baggage for you. Day free for last-minute shopping and sightseeing in Ponta Delgada before your transfer to the airport. You will be advised locally of the pickup time. Time to say farewell to these lovely islands!

What's Included

Included

  • 14 Night accommodations
  • Daily buffet breakfast
  • Airfare Flores/Faial/Terceira/São Miguel *
  • Airport/hotel/airport transfers. 
  • Ferry tickets Faial/Pico/Faial
  • Sightseeing by private car with English-speaking driver/guide
  • Flores full-day tour *
  • Terceira full-day tour
  • Faial half-day tour
  • Pico full-day tour
  • São Miguel full-day tour of Furnas
  • São Miguel full-day tour of Sete Cidades and Lagoa do Fogo with picnic
  • Hotel tax and service charge
  • Complimentary food crate with local products (São Miguel only)
  • 24 Hour assistance

* Please note

Airport transfers and full-day tour of Flores may not be private due to limited availability of tansportation and guides

Not included

  • International flights. Please contact us for a quote
  • Meals other than breakfast
  • Entrance fees to visited sites
  • City taxes (payable at hotel check-in)

Dates & Rates

Package Type

For some packages you may be given a choice of different hotel categories.

  • Superior/Premier Hotel Package - Includes first class 4-star lodging, with the exception of Flores island if your package includes this island.
  • Comfort/Standard Hotel Package - Includes 4-star tourist class lodging. May include first class 3-star lodging in the smaller islands.

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 filing your booking form. Additional charges may apply.
  • Pousada Forte da Horta (Faial) will be closed until March 31. Hotel Azoris Faial Garden will be booked as alternative.

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

Departure DateSolo ComfortSingle ComfortDouble ComfortTriple ComfortSolo Superior Single SuperiorDouble SuperiorTriple Superior
4/27/2025 - 5/23/2025$5541$4167$3089$2534$6125$4751$3320$2938
5/24/2025 - 10/6/2025$6087$4713$3509$2827$7441$6067$3953$3508
10/7/2025 - 10/31/2025$6087$4713$3509$2827$5778$4404$3147$2707
11/1/2025 - 12/31/2025$4895$3521$2817$2349$5375$4001$2968$2556

General

Booking Your Trip

  • While prices are shown in USA dollars, we can also charge in Euros at the prevailing currency conversion daily rate.
  • Early booking is advised. Availability of accommodations and inter-island flight is limited especially in summer months.
  • If hotels named in itinerary are not available at time of booking, alternate similar same rating properties will be confirmed, and subject to new quote.
  • Order of islands visited may need to be altered due to flight schedule changes.
  • Unless otherwise indicated, sightseeing tours are by private car with English speaking driver. Other languages are available upon request.
  • Quotations with different hotels have a non refundable deposit of $50. Deposit will be credited towards final booking price.

Booking Your Trip With Air

  • International airfare for this package is additional to price shown on Rates table. Departure cities are limited to those serviced by SATA International (Azores Airlines).
  • If you want a quote for airfare to be included make sure to check yes when prompted during the booking/reservation request process.

Booking Conditions

  • A non-refundable, non-transferable deposit of $350 per person is required to book and hold both land and air for you.
  • Final payment is due 50 days before departure.
  • Option to pay full price up front is available.

Cancellation Policy - Land Portion

  • Full-payment minus the $350 deposit per person is refunded if canceled up to 50 days prior departure.
  • 75% of full-payment paid per person if refunded if cancelled 49-39 days prior departure.
  • 50% of full-payment paid per person is refunded if canceled 38-31 days prior departure.
  • No refunds if canceled less than 30 days prior departure.

Cancellation Policy - Airfare

  • Airfare cancellation terms and conditions are those of the Airlines company and will be provided to you before ticket is booked.

Refund Fees

  • On any payments made via a bank credit card, a 3.9% bank credit card assessed fee will be subtracted from any refunded payment, including deposits refunded due to services requested not available for date of booking.

I Want To Book. What Do I Do Next?

  • Click on the "Book Now" or "Request Quote" button to send your reservation request.
  • No payment will be collected at this time.
  • Our travel Associate will contact you via email to answer any questions and book your Package.
  • If you don't plan to book at this time please click here to contact us with any questions or concerns about your trip or your holiday.

Booking Changes

  • A fee of $35 per person, per transaction, will be charged for any revision or alteration made to a reservation after the booking is confirmed. 
  • If the change increases the value of the booking, the $35 per person fee will be waived.

Travel Insurance

  • We strongly recommend you purchase travel/cancellation insurance.

Hotels

Comfort Hotels

Superior Hotels

Similar Packages

hotel horta pico mountain

Azores 3 Island Private Guided Tour: Visit Faial, Pico and São Miguel Islands

Availability Departure Any Day

7 Days/ 6 Nights:  Discover these three beautiful islands, all unique and all waiting to be discovered. This package may be customized and tailor-made to your needs

Sete Cidades Lake - S. Miguel - Azores

Best Seller

Azores 4 Island Private Guided Tour: Visit Terceira, Faial, Pico and São Miguel islands

Availability Departure Any Day

10 Days/ 9 Nights:  Explore four beautiful Azores islands, all unique and all waiting to be discovered. This package may be customized and tailor-made to your travel needs

Ribeira Grande city - S. Miguel - Azores

Top Value

Self-Drive 5 Azores Islands: Flores, Faial, Pico, Terceira, São Miguel

Availability Departure Any Day

15 Days/ 14 Nights: Discover the 5 mystical islands of Flores, Faial, Pico, Terceira and São Miguel. Includes automatic transmission car

sao miguel ponta delgada marina square

New

Azores 2 Island Private Guided Tour: Visit Terceira and São Miguel

Availability Departure Any Day

7 Days/ 6 Nights: Explore beautiful Sao Miguel and Terceira islands. This package can be customized and tailor-made to your travel needs

Back To Top