Tailor Made Itineraries
Get inspired with our sample trips below. Let our travel specialists customize a trip just for you.

Seven Island Portugal Escape: Azores and Madeira Vacation
14 Day Custom Tour
From $2,795
Madeira and the Azores are islands of volcanic wonder that abound with natural drama in the midst of the Atlantic Ocean. Escapist and expressive, the islands bring nature, history, culture, wildlife, lava trails and languid beaches all at once, and this luxury vacation tour visits the most inspiring seven islands. Look forward to a private journey across spectacular landscapes and remote destinations for the very best of the Portuguese archipelagos.

Gems of Portugal: Adventurous Azores Vacation for Families
8 Day Custom Tour
From $1,595
Magical and mystical, the Azores stand isolated in the Atlantic as volcanic islands of rare and remarkable beauty. Defined by the abounding wild nature, these islands create a unique family adventure that will engage all ages. Swim with the dolphins, wander underground lava trails, kayak on blue lakes, and explore an untouched archipelago. Handcrafted for families with children aged eight and over, this luxury tour showcases the highlights of Portugal with each day a thrilling expedition into the land that volcanoes created.

Best of Azores: Magical Atlantic Island Tour
14 Day Custom Tour
From $2,795
A forgotten archipelago in the Atlantic, where volcanoes soar and coastlines enchant. Welcome to the Azores. A land of waterfalls, lava tubes, vineyards, crater lakes, old whaling settlements, and superlative coastlines. Every island showcases unique landscapes, culture, cuisine, and attractions. This is the ultimate handcrafted voyage, exploring seven islands in two weeks: Flores, Corvo, Faial, Pico, Sao Jorge, Terceira, and Sao Miguel.

Lovely Portugal Tour: Lisbon, Porto, Azores
12 Day Custom Tour
From $2,815
This indulgent 12-day itinerary immerses you in the splendor of Portugal, from treasures of the mainland to the charm of the Azores Islands. Discover Portugal's past and present, its natural wonders, and man-made delights. Venture in a Jeep to thermal hot springs, enjoy a cruise on the Douro River, and visit some of Portugal's most noteworthy sights.

Luxury Escape to Azores: Adventure Tour of Portugal's Islands
7 Day Custom Tour
From $3,775
The Azores have long held sway over the imaginations of mainland travelers, and this 7-day tour of the main island of St. Michael's is designed to introduce to you what is best of this region. With the capital of Ponta Delgada as your headquarters, you will have your choice of thrilling activities each day to ensure your satisfaction on this luxurious and engaging journey through the Azores.

Couple’s Escape to the Azores Itinerary
13 Day Custom Tour
From $2,595
Hand in hand through nature and sailing into the sunset, that’s the style of this romantic tour to the Azores. Escape to three islands and expect solitude, the experience mostly just the two of you and the wonders of a remote archipelago. You are welcomed to the island with stunning volcanoes, craters, waterfalls, beaches, whales, dolphins, and cliffside accommodation. Welcome to a romantic archipelago that is yet to be fully discovered, and 12 nights of bliss in the Atlantic.

Pure Portugal Fun: Azores to Porto Tour
13 Day Custom Tour
From $4,805
Witness the mesmerizing scenes of Portugal and have an absolute blast in every iconic Portuguese destination during this exclusive 9-day vacation. Between the beautiful blue stretch of the Azores archipelago and the picturesque streets of Porto, the country is riddled with phenomenal sightseeing and adventure-seeking opportunities. Book your tour today and experience the wonder of Portugal.

Azores Adventure Tour
8 Day Custom Tour
From $1,595
Experience grand exploits in one of the world’s most exciting destinations during your custom-tailored Azores adventure tour. The Atlantic archipelago boasts a distinctive culture influenced by a history of Portuguese rule. Fantastical caverns carved by slow-moving lava and crater lakes filled with glassy reflective waters reflect the volcanic origins. Jade forestry and a close connection with friendly passing dolphins speak of a longstanding relationship with land and sea. Abseil down breathtaking cliffs, dive into warm Atlantic waters, and relax in the nutrient-rich soils accompanying steaming thermal baths for the ultimate discovery of the Azores.

Island Vacation Retreat to Mallorca & Azores
8 Day Custom Tour
From $1,755
Indulge in a dreamlike getaway to Mallorca and the Azores Islands during your custom tailored itinerary to Spain and Portugal. Medieval lanes wind along the sandstone walls of an opulent cathedral as the ocean breeze adds a unique flavor to the vineyards that grow out of the cooled lava. Pine forests drape over mountains, and a lunar landscape brings an impressive ambiance atop a volcanic peak. From basking in the sunlight on a pristine beach to searching for whales as they breach from the cobalt waters, your time in Mallorca and the Azores will offer an unforgettable retreat into Western European island culture, history, and enchantment.

Azores in Depth: 11-Day Island Vacation
11 Day Custom Tour
From $2,305
The Azores archipelago brags boundless natural beauty across its marvelous islands, from strips of the lush landscape where wine grapes grow abundantly in the rich volcanic soils to reaches of the sapphire seascape that hug golden shorelines. For 11 days, explore the depth of the Azores and relish unreal experiences on the region’s beloved islands, including Sao Miguel, Faial, Terceira, Flores, and more.

Romantic Two-Week Getaway to Portugal & Azores
14 Day Custom Tour
From $2,795
When it comes to you and your significant other to choose a perfect destination for your ultimate romantic getaway, Portugal is the epitome of the ideal vacation. Steeped in history and filled to the brim with beauty and charm, Portugal is a country that captures the heart and never lets it go. The only problem you and your partner may have is choosing just where you will go and what you will want to see next, which is why we have created a 14-day luxury tour that is handcrafted to give you the best of both worlds, stunning city sights, and idyllic island vibes. From a whirlwind week based in Lisbon, soaking up metropolitan moments and culture, to a peaceful, seven-day escape to the serene and sun-dappled shores of the Azores islands, you will be wooed by Portugal’s vibrant nightlife and bustling energy. By the time your romantic getaway is finished, you will not want to return home.
Featured Articles
The best time for an Azores Islands vacation is late spring and early autumn, typically within the months of April through June and September through October, respectively.
Whether you plan to embrace the warm sunshine on the beaches of São Miguel Island, watch the flowers bloom along the trails leading up Sete Cidades, peruse the mountain paths winding up Pico Alto, or uncover the Renaissance charm of Angra do Heroísmo on Terceira Island, spring and autumn provide ideal weather and fewer crowds.
In the following guide, we highlight the best times to visit depending on your travel preferences and vacation goals for a stunning tour of the Azores.
The Azores Islands are a stunning Portuguese archipelago that invites travelers to bask in the sunshine, cross volcanic landscapes, and enjoy the following essential experiences during a vacation.
From embracing the pulsating energy of São Miguel Island’s humming towns to admiring the marine life swimming the azure seas from lofty viewpoints, wading in the balmy waters of geothermal lakes, and more, the unforgettable experiences are endless on the Azores Islands.
In this essential guide to the Azores Islands, we share everything you need to know about the islands and more to give you an idea of what to expect when you visit the coastlines of the Azores.
The following FAQ covers everything that you will need to know before you begin planning your dream Azores Islands vacation.
When you are journeying to the Azores Islands for your vacation, it is important to know all of the necessary information that will help make your stay more enjoyable and safe. This information shares some helpful insight regarding what to consider before your departure, leaving you with the freedom to spend your vacation enjoying yourself rather than worrying about things like transportation and travel insurance.
Zicasso travel specialists are also always available to assist you with your travels and make on-the-go changes to your itinerary depending on your preferences and expectations.
When choosing where in the Azores archipelago to go, the following information outlines the best destinations for an Azores Islands vacation.
The sun-washed shores of São Miguel Island and immense geothermal landscape present postcard-perfect beach scenes and exciting landscape spectacles respectively, the towering summit of Pico Island is a brisk hike for unrivaled panoramas, and the Renaissance history comes to life on the island of Terceira.
Zicasso helps arrange the perfect Azores vacations according to your travel preferences, and this guide also provides the recommended highlights when visiting the following islands.
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