Trio of Islands: 23-Day Guided Adventure

For 22-Nights: Terceira & São Miguel, plus Madeira in one mesmerizing guided journey.

Unite your favorites: embark on a seamless guided adventure to three beloved Portuguese Islands!

What's Included?

All flights and connections
Accommodations for your destinations
Airport-Hotel Transfers
Experience Pack: Best of São Miguel (4 Guided Tours & 2 Lunches)
Experience Pack: Best of Terceira Island (4 Guided Tours + 1 Typical Lunch)
Experience Pack: Best of Madeira (3 Guided Tours + 1 Thematic Dinner)
Expert trip manager
All taxes & fees

Why we love this deal:

  • The Perfect Blend of Nature & Adventure: Immerse in a guided adventure across 4 destinations, embracing nature and thrilling explorations. (22-Nights)
  • The Place to Relax: Sit back and enjoy as we handle every detail, allowing you to savor the journey fully.
  • Experience the Bliss of Madeira Island: Uncover Funchal's charming allure, explore Santana and Porto Moniz's wonders, and savor an unforgettable thematic dinner.
  • Discover São Miguel's Breathtaking Beauty: Immerse yourself in the lush landscapes of the island as you journey through Ponta Delgada, Sete Cidades, Lagoa do Fogo, and Furnas, and enjoy an awe-inspiring boat trip to witness majestic whales and playful dolphins.
  • Embrace the Lively Culture of Terceira: Embark on a captivating cultural experience, unveil Terceira's volcanic legacy, discover the secrets of the UNESCO city of Angra do Heroísmo, and tune in with the island's beauty across four captivating tours.

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Day 1
Friday: Arrival in Madeira Island

Welcome to Madeira! Your journey begins with convenient airport transfers included upon arrival and departure.

We recommend considering an early check-in for your comfort.

Suggestion for the day:

  • Take some time to explore your hotel, facilities, and surrounding areas.

Thematic Local Dinner (7PM - 10:30PM)

  • Embark on a tantalizing evening of sumptuous cuisine, live folklore demonstration, and maybe even the beautiful sounds of Fado! Get front-row seats to an enchanting night as you savor delectable dishes in a local restaurant. Don't miss out on this unique experience!


  • Aperitif (Madeira Wine)
  • Appetizer (Bolo do Caco with garlic butter)
  • Vegetable Soup
  • Grilled meat served with local fried sweet corn, french fries, and salad (optional side vegetables instead)
  • Dessert (Fruit Salad with Ice Cream)
  • Coffee
  • Digestive
  • Drinks included: Water, Wine or Beer
  • Embark on an unforgettable journey through the beautiful sights of Madeira. From Camacha's famous wicker factory to Pico do Arieiro, towering at a staggering 1810 meters above ground level you will experience breathtaking views from every angle. Uncover the secrets of Ribeiro Frio with its alluring trout farm and world heritage site - the Laurissilva Forest - before taking in Santana’s classic thatched houses for lunch! End this incredible day off admiring Ponta de São Lourenço followed by the Machico en route o your return to Funchal- lunch is included during this full-day tour!
  • Discover the stunning points of interest this charming city offers!  From visiting a traditional embroidery factory, strolling through colorful markets filled with delightful fruits and flowers, riding up Monte on an iconic cable car* for breathtaking views, or taking in the secrets behind the Monte Botanical Garden. Make sure you also have some fun by descending down back into town on famous toboggans ridden with wicker baskets*! Don't miss out – this captivating small half-day tour is one that will stay etched in your memory forever!

* not included

  • Come experience the best of Madeira on this memorable coastal tour! Enjoy breathtaking views of an area known for its delicious swordfish - Câmara de Lobos, then marvel at Cabo Girão – Europe's highest cliff with 580 meters. Wander along the stunning coast and take in Porto Moniz's famous natural pools before indulging yourself in lunch in a picturesque location. Ascend up Encumeada - situated atop 1007 meters high where you can revel in sweeping sea views from each side, before heading back down towards Funchal - lunch is included during this full-day tour!

Suggestion for the day:

  • Take the day for a hiking adventure: With its many gorgeous mountains and waterfalls, it’s no surprise that Madeira has long been referred to as a “hiker’s paradise”. Many of these trails follow the old irrigation canals called “levadas” that were used to bring water from the north side of the island to the south. Although still used today, many of these canals are also widely used for walking. No matter your preference or experience level, there are many different types of trails all over Madeira. Beginners or those looking for a more leisurely nature walk should stick to the south side of the island, while those looking for a more exhilarating trekking experience should head north to the mountainous side of the island.

Recommended hikes:

Suggestion for the day:

  • Take the day for a local food & wine scene. Situated in the Atlantic between Portugal and the coast of Morocco, Madeira is in a unique location at the intersection of many different flavors and influences. What can you expect to find on the menu here? Fresh tuna steak, fried cornmeal, kabobs, breads, mackerel, octopus, homemade couscous, wheat soup, and of course, loads of fresh fruit and delicious Madeira wine! 

Suggestion for the day:

  • Dip your toes in the refreshing ocean at dawn and spend a leisurely day exploring local shops to pick up artisanal souvenirs and local delicacies (such as bolo do caco and poncha) to bring back home.

Welcome to São Miguel! Your journey begins with convenient airport transfers included upon arrival and departure.

We recommend considering an early check-in for your comfort.

Suggestion for the day:

  • Indulge in a leisurely day at your hotel's facilities and its surroundings.


This tour takes place in what is considered the "capital" of São Miguel Island – the city of Ponta Delgada. During this tour, we will discover the main historical, cultural, and noteworthy sites of this wonderful city.

Highlights of this tour include:

  • Old churches and convents
  • Monument of Portas da Cidade 
  • Pineapple plantations (* if not possible during the City Tour, this visit will take place during the Full-Day Tour of Sete Cidades & Lagoa do Fogo)
  • Historical Beautiful gardens
  • São Brás Fortress and São Francisco square

9AM - 5PM: Sete Cidades & Lagoa do Fogo Tour

A full-day tour that takes you to the two most famous lagoons of São Miguel Island. 

Sete Cidades: One of the 7 Natural Wonders of Portugal, this show-stopping, lake-filled crater has become one of the signature and most famous images of the Azores. There are (amazingly) 11 lakes in total scattered around Sete Cidades, but they can only be seen from certain angles from the various miradouros (viewpoints in Portuguese) in the area. 

Lagoa do Fogo: Lagoa do Fogo, which translates roughly into "Lagoon of Fire", is a crater lake located at the center of São Miguel Island. This protected nature reserve sits tucked away atop the impressive Pico da Barrosa, far above the whir, hum, and hurry of civilization below. 

Highlights of this tour include:

  • Pineapple plantations (* if already visited during the City Tour, it will be substituted for a different point of interest)
  • Escalvado viewpoint (offering a magical view to Mosteiros)
  • Sete Cidades parish
  • Santiago lagoon
  • Vista do Rei viewpoint (overlooking the most famous lagoons of Sete Cidades) 
  • Pico do Carvão
  • Lunch at a local restaurant 
  • Local ceramics factory (Cerâmica Vieira)
  • Lagoa do Fogo viewpoint
  • Ribeira Grande city center, with a visit to the local liquor shop

9AM - 5PM: Furnas Tour

Furnas Valley is famous worldwide for its bubbling caldeiras and hot springs, where visitors can relax while soaking in a thermal bath any time of year, but this mystical volcanic valley is full of many more interesting surprises. 

Highlights of this tour include: 

  • Vila Franca do Campo (offering a viewpoint to the iconic islet)
  • Furnas Lake (here, learn how the famous "cozido" dish is cooked underground by heat from the actual volcanic vents!)
  • Furnas parish (you will have free time to bathe in the thermal waters here, or visit the Terra Nostra Garden)
  • Cozido lunch 
  • Visit Furnas "calderas" to see the volcanic activity
  • Pico do Ferro viewpoint
  • Tea Factory
  • Santa Iria Viewpoint

Please note: Terra Nostra Park and/or Dona Beija entrance fees (8€-10€ each) are not included. Also, it is advised that you bring dark-colored bathing suits, an old towel, and a change of clothes (bathing in the thermal waters is known to stain fabrics). And blondes who dye their hair are cautioned to close pay attention as well, as the waters here contain iron and can stain hair the lighter hair pigments.

08:30AM - 12:30PM: Whale & Dolphin Watching Excursion

Take the opportunity to observe some of the dozens of cetacean species that are usually seen in the Azores. While nature is indeed wild, and offers no guarantees, whales and dolphins are regularly seen during our half-day tours. During this tour, you will have the opportunity to observe turtles, birds, and other marine species. Before you embark on the boat trip, expert biologists hold a small informative talk to explain which cetacean species can be observed, the safety measures and protocols for behavior on board – including how we respect animals and what the rules for observation at sea are. You will even learn some fascinating historical facts.

Suggestion for the day:

  • Azorean & Portuguese Gin Masterclass: the Azores may be a tiny archipelago in the middle of the Atlantic Ocean, but that hasn't stopped it from producing several excellent gins. Botanicals and ingredients grown on the islands are also used in several gins made in mainland Portugal. Baleia, which means “Whale” in English, is one of the gins you will try and is created by your host and gin curator here at the Solar Branco Eco Estate, Ali Bullock. 

Suggestion for the day:


  • Ponta do Sossego Viewpoint
  • Ponta da Madrugada Viewpoint
  • Arnel Lighthouse
  • Poço Azul Hiking Trail
  • Ribeira dos Caldeirões Natural Park

Complimentary airport transfers will be provided upon both your arrival and departure, ensuring a seamless journey to and from the airport.

To enhance your overall comfort, we highly recommend reserving an early check-in in advance.

Suggestion for the day:

  • Take some time to explore your hotel, facilities, and surrounding areas.

Suggestion for the day:

2PM - 6PM

  • Immerse yourself in the traditional artistic culture of this region on an unforgettable tour. Dive into the world of traditional arts as you tour São Bento Pottery, explore a local coffee farm, and visit an embroidery house. Witness the intricate art of ceramics painting and immerse yourself in the rich heritage of the Azores.

9:30AM - 5PM

  • Explore the rich culture and history of Terceira on this full-day island tour! See Monte Brasil, Baía da Salga, Igreja de São Sebastião, Miradouro da Serra do Cume & Praia da Vitória. Enjoy an authentic lunch with Alcatra de Carne in a local restaurant before heading to Biscoitos & the West Coast.

2PM - 6PM

  • Explore Terceira's incredible geological past, with a tour of lava tubes, craters, and fumaroles! See the majestic Algar do Carvão volcano. Descend into Gruta do Natal for its ancient wonders hidden deep within. Marvel at Furnas do Enxofre as you gaze upon bubbling sulfuric pits and steamy fumaroles. Take in stunning views over terraced landscapes from Serra da Ribeirinha viewpoint - it is an unforgettable half-day experience not to be missed.

9:30AM - 1PM

  • Journey through centuries-old Angra do Heroísmo, a city of timeless beauty. Nourish your imagination with the scent of salty sea air and exotic aromas wafting from pastry shops. Revel in its unique character enriched by stories and legends while strolling harmonious streets boasting stunning cultural heritage - all starting at Alto das Covas.

Suggestion for the day:

Wishing you a safe flight back home, and looking forward to the day we meet again for your next adventure!

*itinerary presented is a suggestion and the length of stay may vary. All tours are suggestions unless specifically stated.

Flexibility Policy

No Amendment Fees on Our End
We don’t charge for our work in changing the initial itinerary.
Full flexibility on Land Arrangements
Change the initial itinerary or cancel your land arrangements for any reason until 14 days before the trip, without penalty*.
Travel Support Anytime, Anywhere
Our experienced travel agents are available 7 days a week to help with any questions, requests, or issues from when you book until after you return from your trip.

About the Destinations:

Terceira Island, the Azores

From its volcanic landscape and quaint cobblestone streets, you'll be charmed by the World Heritage Site of Angra do Heroísmo's colorful houses and cafes - not forgetting breathtaking views from Serra do Cume.

São Miguel Island, the Azores

São Miguel Island is the biggest island of the Azores archipelago. From its vibrant green hillsides to its dormant volcanoes and clean waters, it's an adventurer's paradise! Hike down a volcano or soak up some sun on exotic dark sand beaches - all perfect for relaxation even amidst sightseeing. Don't miss out on sampling local pineapple from nearby plantations as you explore Ponta Delgada; marvel at black-and-white mosaic streets beneath timeless cityscapes before losing yourself among nature once again.

Madeira Island

Immerse in lush landscapes, crystal-clear waters, and unique culture for an unforgettable experience. Enjoy sunny days and thrilling outdoor activities, from water sports to mountain trekking. Wander vibrant markets, savor award-winning cuisine, and unwind amidst breathtaking views on this dreamy island getaway.

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Trio of Islands: 23-Day Guided Adventure
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