Lisbon & the Islands


Lisbon, Madeira, Azores

  • 3 Nights Luxury Accommodations at your Choice of Hotel in Lisbon
  • 4 Nights Luxury Accommodations at your Choice of Hotel in Madeira
  • 5 Nights Luxury Accommodations at your Choice of Hotel in the Azores
  • Private Tour of Lisbon with Licensed English-Speaking Guide
  • Private Tour of Estoril, Cascais & Sintra with Licensed English-Speaking Guide
  • Private Full day Island Tour of Madeira with Licensed English-Speaking Guide
  • Private Full day Lagoa do Fogo and Sete Cidades in the Azores with Licensed English-Speaking Guide
  • Return flights and transfers
  • Breakfast Daily
Portugal Vacations with Travelive, Romantic Explorer Package




Start your day by discovering the must-see monuments of Lisbon together with your private guide. Begin in the historic Belem neighborhood, the same place many great Portuguese explorers embarked on their voyages of discovery: Prince Henry the Navigator was the first overseas expedition to conquer Ceuta in Morocco, while Bartholomeu Dias to round the Cape of Good Hope. The first voyages of Ferdinand Magellan and Vasco da Gama's discovery of the sea route to India also began here. Visit the Belem Tower, originally built in 1515 as a fortress to guard the entrance to Lisbon's harbor, or the Discovery Monument, built in honor of Henry the Navigator, who led Portugal's discovery expeditions into the New World, during the country's heyday in the 15th century. Continue your exploration of Jeronimo's Monastery, the most impressive symbol of Portugal's power and wealth during the Age of Discovery, built by King Manuel I in 1502, to commemorate Vasco da Gama's voyage and to thank the Virgin Mary for its success. Following along the riverbank, towards Commerce Square, you will pass through the Alfama neighborhood, highlighting the city's Moorish legacy, before heading to the Pombalina district, a UNESCO World Heritage Site. See the lively Rossio Square, Liberty Avenue, and the Marques of Pombal roundabout.


Lisbon – Half-day Tour

Explore the iconic sites within the city center with a private local guide. Experience Baixa – the old downtown district of the city – tasting the famous Pastel de Nata (custard tart) along the way. Explore the amazing Rossio, Figueira, and Comércio Squares. Get to know Chiado, the glamorous part of the city with its iconic cafés and shops. Finally, travel back through time as you discover the secrets of Alfama, a hauntingly beautiful Moorish neighborhood of Lisbon.


Lisbon – Estoril – Cascais – Sintra

Today you will have the opportunity to explore charming towns surrounding Lisbon. After meeting your private driver and leaving the city, you’ll head straight to the World Heritage Site of Sintra where hundreds of years of history and culture are waiting for you to discover. Doing a short walk in the old city center you'll find yourself surrounded by the old houses now converted into small quaint handicraft shops and traditional pastry shops. Driving around the mountain you will pass by amazing Royal Palaces, Chalets, and Aristocratic residences in the most incredible combination of architectural styles, colors, and shapes that you will find in Portugal. Your driver guide will include stops for you to explore the local churches, including the Igreja Ulgueira, and Igreja Paroquidal de Sao Pedro de Sintra. You will also see the colorful Pena Palace, a UNESCO World Heritage site, and if you wish your guide will purchase tickets on the spot. After lunch in one of the many restaurants available in town, it will be time to head to Cascais. Once a small fishing village only, the town of Cascais managed to maintain its seafaring traditions combined with the aristocratic and royal presences of the late 19th and beginning of the 20th century. Walking by its animated town center you'll find the cosmopolitan life side by side with the Atlantic. You will then board a sailboat to return to Lisbon, giving you the chance to observe this magnificent coast from a different perspective. Revel in the sight of white sandy beaches and amazing 17th-century palaces starting from the town of Estoril and its famous casino.


Lisbon – Madeira

After breakfast, you will meet your driver and head to the airport to board your flight to Madeira Island.


Madeira – Full-day Island Tour

Madeira is the best option for nature lovers and active travelers. Accompanied by your local guide you will explore the highlights of this beautiful island and admire amazing views. From the famous “A” framed houses to the vineyards and the unspoiled North, the island offers unique experiences and breathtaking views.



You will have a day to leisurely explore the island yourself or simply relax and enjoy the sun and the sea!


Madeira – Trekking in the Levadas

If you are active and love nature, then Madeira is the top destination for you! With countless Levada trails, the island is a paradise for nature lovers. The flat Levada trails are suited to all fitness and experience levels and your personal experienced guide will choose the best trekking path for you. Don’t forget to wear comfortable shoes and have your camera ready for the beautiful views!


Madeira – Azores

After breakfast, you will meet your driver and head to the airport to board your flight to Azores Island.


Azores - Full Day Jeep Tour Sete Cidades & Lago De Fogo

On today’s tour, you will embark on a trip to Sete Cidades, and Lagoa do Fogo. You will be impressed by the amazing views even before reaching your first stop. The volcanic landscape of São Miguel Island’s Sete Cidades, a magnificent natural wonder, with a massive caldera has two lakes, a blue, and a green. The Lagoa do Fogo features a natural park with thermal pools, waterfalls, and many different types of endemic plants. Besides the amazing views, you can also enjoy a swim in the thermal waters and a visit to Caldeira Velha.

DAY 10

Azores - Full Day Tour in Furnas

Today’s tour will take you from Ponta Delgada to Ribeira Grande, the center of baroque art in Sao Miguel. While you’re still in the city you can visit the Liqueurs shop Ferreira and of course, try their famous Passion fruit Liqueur. As you continue along the north coast you will stop at the belvedere of Santa Iria and the tea factory of Gorreana, where you will have the chance to taste the tea. Before reaching the Parrish of Furnas, you will stop in the belvedere of Pico de Ferro, surrounded by exuberant vegetation, and admire the dazzling panorama over Furnas. As you continue closer to the lake you will also see the Chapel Nossa Senhora das Victorias. Later in the afternoon, you will visit Terra Nostra Park, which was a perfect example of the English romantic gardens. Green lakes, basalt caves, winding pathways, and exotic flowers from all around the world create this unique scenery. Of course, let’s not forget the famous swimming pool with thermal waters that are so worth trying. You will then reach the hot springs, located in the middle of the village, that were formed from volcanic activity.

DAY 11

Azores -Walking Tour Nordeste

The Azores are known for their lush vegetation and idyllic scenery. There are many possible hiking trails you can explore. Upon arrangement with your professional guide, you will choose the most suitable for you and begin your tour! As you will embark on a walking tour today you will have the opportunity to explore some easy trails and get close to nature. You will walk from Ponta Delgada along the south through Vila Franca do Campo and on to the Furnas Valley. As you continue you will reach Povocao, the first settlement on Sao Miguel, and the famous seven hills, before reaching “Pico Longo” and admiring the beautiful views. Before reaching the picturesque town of Nordeste you will also stop at some excellent viewpoints, such as Agua Retorta, Ponta da Madrugada, Ponta de Sossego and Ponta do Arnel. Once you reach the town you will have the opportunity to explore on your own or enjoy lunch in a local restaurant, get some rest, and then start your way back.

DAY 12


You will have your last day in the Azores free so you can explore at leisure or enjoy your hotel’s amenities. Optionally a cruise can be arranged to see the whales and dolphins.

DAY 13


After breakfast, you will be transferred to the Airport, to catch your departure flight.

vacation packages with Travelive, luxury travel agency
vacation packages with Travelive, luxury travel agency
vacation packages with Travelive, luxury travel agency
vacation packages with Travelive, luxury travel agency
vacation packages with Travelive, luxury travel agency
vacation packages with Travelive, luxury travel agency
vacation packages with Travelive, luxury travel agency
vacation packages with Travelive, luxury travel agency
vacation packages with Travelive, luxury travel agency
vacation packages with Travelive, luxury travel agency
vacation packages with Travelive, luxury travel agency
vacation packages with Travelive, luxury travel agency
vacation packages with Travelive, luxury travel agency

Conveniently situated in the Santa Maria Maior district of Lisbon, The Ivens Autograph Collection is set only a short walk from Commerce Square, Rossio, and Ribeira Market, while most of the important sites of the city are also within range. The property was once the home of the first luxury warehouse in the city back in the 19th century. The 87 rooms and suites are elegantly decorated, with large windows and comfortable beds, while the bathrooms are spacious with all modern amenities.

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Situated in the center of Lisbon, Pousada de Lisboa is in the heart of the chicest part of the city. The Small Luxury Hotel has been completely restored, transforming it into luxury urban accommodation that would satisfy the most demanding guest. Perfectly combining tradition and trend, Pousada de Lisboa offers elegant accommodations with rooms and suites that feature wooden flooring and fine materials. The hotel also has an indoor swimming pool with a private sunbathing deck, a completely equipped fitness center, and a spa where you can enjoy Magic Spa’s signature massages and treatments.

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Located in the heart of Lisbon and only a short walk away from the prestigious Avenida da Liberdade and Praca dos Restauradores, The One Palacio da Anunciada is a new 5* hotel with a long history. The building itself goes back all the way to 1533 and still maintains its majestic character. The hotel offers guests 83 elegant rooms and exquisite gardens, while the original noble rooms of the Palace have been turned into elegant dining areas. Guests can also enjoy Condes de Ericeira restaurant, and O Jardim Wine Bar, as well as the fully equipped Despacio Spa.

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Originally built as a palace during the 19th century, Olissippo Lapa Palace is a 5* hotel on top of a hill that overlooks the Tagus River. With lush gardens, a pool area, and an extensive range of Spa treatments the hotel is the perfect choice for guests who wish to relax after a long day of exploring. Individually decorated, the rooms are inspired by the property’s origins, combining classic furnishing with modern amenities. Some of the rooms come with hand-painted floor tiles and beautiful views of the river, the gardens, or the city.

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Housed in an 18th-century building that was designed by Miguel Cancio Martins, this 4* hotel still maintains its original blue façade and many more of the original architecture. Guests can still admire the ashlar and the wooden main door, as well as the Pombaline tiles in the interior of the hotel. The rooms and suites feature stylish furnishing and elegant details, perfectly combining classic and contemporary elements. The 42 rooms and suites come with spacious bathrooms that offer Molton Brown amenities.

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Perched on a cliff and nestled in 10 acres of subtropical gardens overlooking the Atlantic, Reid's Palace is a 5* resort that offers direct access to the Ocean. The rooms and suites are elegantly furnished, with pastel colors and elegant furniture. The rooms include a balcony and marble bathroom with all modern amenities. The hotel also features a Spa with indoor and outdoor therapy suites and additional services. It also offers 3 swimming pools, a tennis court, and a gym. The dining options include fresh Italian and international dishes.

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Atop a natural peninsula, The Cliff Bay hotel provides panoramic views of the Ocean. The 5* hotel has private sea access, and its prominent position ensures privacy and tranquility. After its extensive renovation in 2021, the hotel now features several luxurious facilities, among which there is a 2 Michelin-star restaurant, tennis courts, a library, lush gardens with ancient palm trees, and magnificent views of Funchal Bay. The rooms are spacious and come with private balconies while the suites are located on higher floors and overlook the Bay.

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Sensi Azores Nature and Spa is surrounded by nature and with beautiful views of the Ocean. Surrounded by nature, the hotel perfectly preserves the original aesthetics of the property. Designed with the use of natural materials, such as wood and stone, the interior of the hotel is a constant dialogue between nature and architecture. The rooms and suites offer views of the garden, the countryside, or the sea and are minimally decorated, with stone and wooden details, large windows, and comfortable furnishing, while some of them come with private plunge pools.

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Perfectly balancing nature and elegance, Senhora da Rosa is housed on a former farm property that has been fully renovated. Nestled between the mountains and the sea the property offers 35 rooms and suites, inspired by nature. With large windows to allow the light to enter, wooden floors, and minimal furnishing, the rooms create a cozy and peaceful atmosphere. The property features an outdoor swimming pool and a fitness center, a restaurant and a spa.

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3 Nights Madrid Extension

The cosmopolitan city of Madrid radiates the essence of Spain. Discover the vibrant atmosphere of the Spanish capital while exploring its elegant squares, stately Habsburg architecture, leafy boulevards, and world-renowned museums in your Spanish holiday destination. It’s no wonder people keep coming back for more!

3 Nights Marrakech Extension

Recognized as one of the world’s most beautiful cities, Marrakesh is no longer the secret of the travel elite that it was fifteen years ago. With the design flair of Paris, the ethnic diversity of New York, the commercial heartbeat of Hong Kong, and a history to rival any city in Europe, Marrakech is above all a city of heart and soul–a city of sunlight on rough pink walls, of fragrant, richly-hued spices, and of rose petals floating in slowly trickling fountains.

Deborah and Gerald Sampson, IL  - Travelive Reviews

Deborah and Gerald Sampson, IL

Portugal was unexpectedly magical.

We absolutely loved it and are so happy we went for this destination when planning our 30th Anniversary. We are grateful to Travelive!

Deborah and Gerald Sampson, IL – 30th Anniversary: Lisbon, Madeira & Azores

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Alicia and George Evans, NY  - Travelive Reviews

Alicia and George Evans, NY

Our trip to Portugal was wonderful. The hotels were fabulous, in great locations, and boutique.

The guides were professional, charismatic, and knowledgeable. We mostly enjoyed Porto! Definitely planning on another trip! Thank you!

Alicia and George Evans, NY – Honeymooners: Porto, Lisbon, Algarve & Alentejo

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Lisbon & the Islands


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