Our best-selling fly-and-drive route shows the Azores in contrast. History in Terceira, landscape in São Miguel, two islands 45 minutes apart by plane, a rental car waiting on each one.

You get a car. Plus, the local spots tourists never find.

Rental Car included across Terceira, Faial & São Miguel Islands

This trip gets you the Big Three islands, the Azores' most visited, and a rental car waiting on each one to discover the highlights and beyond, wine, lakes, and volcanoes.

There's an island in Europe so small that most people don't know it exists. You're going there. Flores, Terceira, and São Miguel + Corvo, Europe's most remote island.

See the Very Best of São Miguel in One Seamless Week. We Take Care of the Rest.

Island-Hopping Across Faial, Pico, São Jorge & São Miguel with car included!

Car, Welcome Cocktail & Unlimited Hot Springs Access Included!

Stay at a 5-star hotel on the Northern side of the island, with daily breakfast & car included.

Porto, Lisbon & São Miguel Island, Azores with Highlight Tours!

Pico and São Miguel back to back - wine country, crater lakes, thermal pools, and a rental car on each island.

2 Nights in Lisbon + 3 in Madeira & 3 in São Miguel, The Azores

Portugal’s Main Cities & the Azores. A journey our travelers love.

Must-See Tours to Sete Cidades, Furnas, Lagoa do Fogo & Central Stay with Breakfast

Portugal’s Two Archipelagos: Azores & Madeira with Rental Car

See three sides of the Azores with cars on every island and all the details handled for you. Each island is a new chapter.

The Ideal Introduction to São Miguel for First-Time Visitors! 

Azores Book Hotel & DoubleTree Lagoa Azores, where the journey feels just right.

A Premium Stay in the Heart of Angra do Heroísmo with a Car Included, Breakfast & VIP Perks

Soak in a jacuzzi inside a real pineapple greenhouse, growing the protected Ananás dos Açores. That's Herdade do Ananás, a charming hotel built around the local pineapple culture.

DoubleTree by Hilton Lagoa Azores, a Welcome Drink, a Rental Car, and a Free Self-Drive Guide

Once you’ve explored both, you’ll know why we can’t stop recommending this combo.

3 nights on each island, a rental car the whole way, and enough free time in São Jorge to sneak in Pico and Faial too.

Crater lakes all to yourself. Soak in thermal springs. This is São Miguel when you book with the locals.

Come as a guest, leave as a friend — discover Terceira on a guided tour filled with culture, tradition, and local charm.

One Week in São Miguel with the Essentials Included

São Miguel, Terceira, Faial, Pico, and São Jorge in one-of-a-kind adventure!

One of our customers' favorite island combo in the Azores!

Lisbon's hills and São Miguel's crater lakes, two completely different sides of Portugal, connected by one direct flight.

Experience top sights and hidden corners, without feeling rushed.

Keep scrolling, this journey gets better with every stop.

A road trip with a split stay in Furnas and Ponta Delgada is made for travelers who love the open road.

Discover the Azores & Madeira, Portugal's only 2 archipelagos, without booking two separate trips.

Terceira Island Getaway: Full of Culture & Fun

Stay in the heart of Ponta Delgada with transfers & a traditional Fado dinner included — all just steps from the city's top sights.

Discover My Favorite Azores Islands by Car - Beyond the Typical Tourist Spots!

The perfect introduction to the two most visited islands in the Azores.

Explore the Last Volcanic Eruption Site of the Azores with Optional Ferry Trips to 2 Extra Islands + 3 Days in São Miguel

Cast the line. Feel the pull. Reel it in. Then eat exactly what you just caught, straight from the Atlantic.

Explore São Miguel with a Guided Furnas Tour, a Central Stay with Breakfast & Transfers Included

You climb down into an actual volcano, then wake up to crater lakes, then walk through centuries-old vineyards, three islands. The perfect trip for those still deciding whether to drive there or let a guide take you.

Daniela’s Personal Pick: 2 Nights in Graciosa’s Calm + 4 Nights to Explore São Miguel’s Rhythms

Most people don't know you can walk inside a volcano. Terceira has one, and this trip covers that, along with the island's other main highlights, including Angra do Heroísmo, a UNESCO World Heritage city.

Your Terceira adventure starts here, with everything you need to explore with confidence.

São Miguel & Faial +  the chance to visit the Triangle Islands (Pico & São Jorge, a short ferry trip from Faial)

Drive through Flores and São Miguel's volcanic landscapes and waterfalls with a day trip to Corvo.

Thermal baths, local tastings & island freedom at Solar Branco Eco Estate, an adults-only retreat in São Miguel.

Welcome to our home, where traveling solo doesn't mean you have to navigate the world alone. 

See São Miguel through my eyes! Let's discover hidden gems, from my favorite trails to vibrant local culture, led by an expert local guide

Most people see one Azores island. You're about to see four. Wine country, a volcano's blue hydrangeas, and crater lakes, all in one trip.

From the Azores to the Algarve — Nonstop.

Explore the Azores' wine country with scenic drives, wine tastings, dining & a rental car!

Explore Flores, Faial & São Miguel — volcanic wonders, natural beauty, and authentic island life.

3 in Terceira + 4 in São Miguel with must-see tours included

Portugal's two archipelagos in one trip: Madeira, plus the two most visited islands of the Azores.

One Week That Will Change How You See Nature! One Epic São Miguel Hiking Escape. Are You In?

The most popular tours in Madeira and São Miguel, all in one trip.

A week is not enough. Take the time to see São Miguel properly, with a car and a kitchen of your own.

Welcome to Santa Bárbara Eco-Beach Resort, a place to unwind beachfront. Yoga, massages and the energy of the Atlantic.

Stay at two 5-Star Hotels - Octant Furnas & Sensi Azores Nature & SPA - with a rental car included.

Three islands close enough to see each other, Pico, Faial & São Jorge, plus São Miguel to close out the trip.

This is the hiking week everyone wishes they'd booked. Good news: there's still time to experience why the Azores are Europe's leading trekking destination.

Extended Golf Across São Miguel’s Two Courses, with Time to Explore and 5 Golf Rounds

The hiking trip that covers Madeira and the Azores so you never have to choose. 4 nights on each island with guided hikes and free time to simply enjoy.

Four islands by car. Jurassic waterfalls, UNESCO capitals, volcanic wines, crater lakes, and a day trip to Europe's most remote island. Our team made sure you go while you are that close.

3 nights in Lisbon. 4 nights in the Azores. The most popular tours in both. Done.

A Journey of Food, Wine, and Nighttime Hot Springs — 7 Experiences Included

Some journeys are best taken solo - but that doesn’t mean you have to explore alone! Join our best-selling small group tour with all must-see highlights of the island included.

Explore the wild side of the Azores through my eyes! Flores & São Miguel take the stage. 

Four islands, endless views, and cars included on every stop!

A journey shaped by the landscapes and rhythms of Terceira, Faial, Pico, São Jorge, and São Miguel.

Experience the best of Pico and São Miguel — from vineyard-covered hills to crater lakes — on a fully escorted adventure.

A guided journey across two Portuguese Archipelagos!

Discover the rich cultural heritage of Terceira Island through immersive experiences and authentic local traditions.

A one-of-a-kind private tour of São Miguel, exclusively designed by our team with immersive experiences you won't find anywhere else!