Set on the east of is the seventh island in the Azores (if you’re starting from the west) Praia da Vitoria often gets overlooked on your way to reach the mainland after days at sea. While many assume the Azores archipelago only offer hardy respite – not to mention terra firma – for travellers who have been enjoying a transatlantic crossing, the archipelago is beginning to gain global recognition as destinations that are well worth visiting in their own right. View less Praia da Vitoria literally translates as “the beach of victory” yet with such an auspicious name, one would be wrong to assume that it is only fun in the sun on the island. Laden with history dating back to the 15th century, Gaspar Frutuoso (the celebrated Azorean historian and priest), wrote about Praia in the 16th century calling it “noble and sumptuous”. The adjectives certainly ring true even today, with its jumble of narrow streets, recently modernised marina promenade and architectural marvels (the old town dates from 1480), Paria da Vitoria has lost nothing of its past grandeur. A stroll to the main square and its market place – unchanged since 1670, or down to the small 16th century fort south of the beach is proof of that! An interesting quirk to note about the town is that due to the two orders Santo Cristo and Misericórdia in the 18th century and in order to please everyone, everything was built in double. This means that the lovely Igreja do Senhor Santo Cristo church (also known as da Misericórdia) has two high alters and two choirs. The church dates from 1521 and was partially destroyed in a fire in 1921.

Providing a gorgeous green welcome to sailors venturing on the long journey across the Atlantic, Ponta Delgada’s shoreline is a reassuring sight, as it emerges into view. Sat on São Miguel Island, the largest of Portugal’s Azores islands – which wait on an outpost of western Europe, some 1,100 miles from the mainland. Ponta Delgada is the island’s largest city, and a place of spectacular volcanic vistas, steaming hot springs and impressive landscaped gardens. View less The city’s signature trio of arches welcomes you to Ponta Delgada, and its island of verdant volcanic contrasts. Wander between monochrome churches like the Gothic Church of St. Sebastian, and up to the Convent and Chapel of Our Lady of Hope – which houses the revered icon of Christ that is paraded through the streets annually, and believed to have miraculous powers by locals. Or, head for beaches offering sanctuary on charcoal-coloured sands, or the tropical António Borges Botanical Gardens, where tropical plants add extra shades to the Green Island‘s scenery. Now extinct, the mighty Caldeira das Sete Cidades is a truly awe-inspiring sight – and the colossal collapsed volcanic caldera blooms with lush greenery and scattered wildflowers. The vast crater has been taken over by a glowing, picturesque lake, which reflects the blue sky above. A full three miles wide – and with a circumference of eight miles – it’s a vast panorama to take in. The Lagoa de Fogo – or Lake of Fire – is another of the island’s calderas – rise up to see the crumpled scenery encasing a beautiful lake. São Miguel Island’s geothermal activity has practical uses too, and you can harness the powers to unwind any tired muscles after a long day, by sinking into the hot springs of Poca Da Dona.

Bedecked with dramatic cliffs, fertile mountains and sun-gorged beaches, Madeira is a lush, colourful island of plants, paradise and Portuguese-flavoured pleasures. Bathing in year-round sunshine, Funchal – the lowkey capital of Madeira – is perfect for slowing the pace, and toasting the thrilling scenery with a bottle of the island‘s famous wine. Narrow, cobblestone streets line the old town, where whitewash buildings, iron-wrought balconies, and tiled patterns carry echoes of Lisbon. Rua de Santa Maria is the city‘s oldest street, and the doors have been vividly painted by local artists. Sit for a drink, to sample your choice of Madeira‘s renowned wines – Boal is the ideal option for those with a sweeter tooth. You‘ll also find Corpo Santo Chapel here, one of the few remaining buildings to have survived from the 15th century. Blossoming parks and gardens splash colour around, and the sweet smell of pollen lingers in Parque de Santa Catarina. Look out over Funchal harbour between the fountains and blooming flower beds, as ducks and swans enjoy leisurely days on the lake. Madeira Botanical Garden waits in the hills over the city, along with Palhero Garden – a sophisticated and elegantly landscaped English garden, 500 meters above sea level. For an even more dramatic view of this gorgeous setting, head up to Cap Girao – a rusty-red cliff with a cable car strung up to its sheer drop. The cliff falls away vertically to the vivid blue waters below. Or head down to the sea, to enjoy Funchal‘s gorgeous pebble beaches rustling, framed by colossal, craggy cliffs.

Bedecked with dramatic cliffs, fertile mountains and sun-gorged beaches, Madeira is a lush, colourful island of plants, paradise and Portuguese-flavoured pleasures. Bathing in year-round sunshine, Funchal – the lowkey capital of Madeira – is perfect for slowing the pace, and toasting the thrilling scenery with a bottle of the island‘s famous wine. Narrow, cobblestone streets line the old town, where whitewash buildings, iron-wrought balconies, and tiled patterns carry echoes of Lisbon. Rua de Santa Maria is the city‘s oldest street, and the doors have been vividly painted by local artists. Sit for a drink, to sample your choice of Madeira‘s renowned wines – Boal is the ideal option for those with a sweeter tooth. You‘ll also find Corpo Santo Chapel here, one of the few remaining buildings to have survived from the 15th century. Blossoming parks and gardens splash colour around, and the sweet smell of pollen lingers in Parque de Santa Catarina. Look out over Funchal harbour between the fountains and blooming flower beds, as ducks and swans enjoy leisurely days on the lake. Madeira Botanical Garden waits in the hills over the city, along with Palhero Garden – a sophisticated and elegantly landscaped English garden, 500 meters above sea level. For an even more dramatic view of this gorgeous setting, head up to Cap Girao – a rusty-red cliff with a cable car strung up to its sheer drop. The cliff falls away vertically to the vivid blue waters below. Or head down to the sea, to enjoy Funchal‘s gorgeous pebble beaches rustling, framed by colossal, craggy cliffs.

Lisbon, the capital of Portugal, is a city open to the sea and carefully planned with 18th-century elegance. Its founder is said to be the legendary Ulysses, but the theory of an original Phoenician settlement is probably more realistic. Known in Portugal as Lisboa, the city was inhabited by the Romans, Visigoths and, beginning in the 8th century, the Moors. Much of the 16th century was a period of great prosperity and overseas expansion for Portugal. Tragedy struck on All Saints‘ Day in 1755 with a devastating earthquake that killed about 40,000 people. The destruction of Lisbon shocked the continent. As a result, the Baixa (lower city) emerged in a single phase of building, carried out in less than a decade by the royal minister, the Marques de Pombal. His carefully planned layout of a perfect neo-classical grid survived to this day and remains the heart of the city. Evidence of pre-quake Lisbon can still be seen in the Belém suburb and the old Moorish section of the Alfama that sprawls below the Castle of St. George. Lisbon is a compact city on the banks of the Tagus River. Visitors find it easy to get around as many places of interest are in the vicinity of the central downtown area. There is a convenient bus and tram system and taxis are plentiful. Rossio Square, the heart of Lisbon since medieval times, is an ideal place to start exploring. After a fire destroyed parts of the historic neighborhood behind Rossio in 1988, many of the restored buildings emerged with modern interiors behind the original façades. The city boasts a good many monuments and museums, such as the Jeronimos Monastery, Tower of Belém, the Royal Coach Museum and the Gulbenkian Museum. High above the Baixa is the Bairro Alto (upper city) with its teeming nightlife. The easiest way to connect between the two areas is via the public elevator designed by Gustave Eiffel. Cruising up the Tagus River to the ship‘s berth, you can already spot three of Lisbon‘s famous landmarks: the Monument to the Discoveries, the Tower of Belém and the Statue of Christ, which welcomes visitors from its hilltop location high above Europe‘s longest suspension bridge.

More than a hundred watchtowers gaze out across the waves surrounding this ancient Andalusian city. Sprinkled with evocative cobbled side streets, you’ll explore 3,000 years’ worth of history, while stumbling across palm-tree lined plazas of shaded coffee sippers. Cadiz claims the mantle of Western Europe’s oldest city, and every piece of architecture – and every wrong turn – offers a chance to discover fascinating new tales. Founded by the Phoenicians in 1100BC, Christopher Columbus used the city as a base for his exploratory, map-defining voyages of 1493 and 1502. The port grew in importance and wealth as Cadiz’s strategic location close to Africa’s northern tip helped it blossom into a centre for New World trade. Catedral de Cádiz, is a display of the city’s wealth and importance, looming spectacularly over the Atlantic’s waves, with cawing seagulls sweeping between its twin bell towers. Inside, treasures from the city’s trading exploits in the West Indies and beyond – which helped fuel the growth of this historically prosperous city – are on display. Enveloped by ocean on almost every side, Cadiz has something of an island feel, and you can cool off from southern Spain’s unrelenting sunshine on the sweeping golden sand beach of Playa Victoria. The two towers of the new El Puente de la Constitución de 1812 mark a contemporary landmark in this most ancient of cities, in the form of a spectacular new road bridge. Torre Tavira, meanwhile, is the most famous of Cadiz’s army of watchtowers, and the highest point in the city. Reach the top for a view of the ocean fringing the city’s expanse, and to learn about the towers – constructed so trading merchants could survey the harbour from their lavish homes. The Central Market is a chaotic place of bartering, where flashing knives dissect fresh fish. Stop in at the orbiting bars to enjoy tapas, freshly prepared with the market’s produce.

More than a hundred watchtowers gaze out across the waves surrounding this ancient Andalusian city. Sprinkled with evocative cobbled side streets, you’ll explore 3,000 years’ worth of history, while stumbling across palm-tree lined plazas of shaded coffee sippers. Cadiz claims the mantle of Western Europe’s oldest city, and every piece of architecture – and every wrong turn – offers a chance to discover fascinating new tales. Founded by the Phoenicians in 1100BC, Christopher Columbus used the city as a base for his exploratory, map-defining voyages of 1493 and 1502. The port grew in importance and wealth as Cadiz’s strategic location close to Africa’s northern tip helped it blossom into a centre for New World trade. Catedral de Cádiz, is a display of the city’s wealth and importance, looming spectacularly over the Atlantic’s waves, with cawing seagulls sweeping between its twin bell towers. Inside, treasures from the city’s trading exploits in the West Indies and beyond – which helped fuel the growth of this historically prosperous city – are on display. Enveloped by ocean on almost every side, Cadiz has something of an island feel, and you can cool off from southern Spain’s unrelenting sunshine on the sweeping golden sand beach of Playa Victoria. The two towers of the new El Puente de la Constitución de 1812 mark a contemporary landmark in this most ancient of cities, in the form of a spectacular new road bridge. Torre Tavira, meanwhile, is the most famous of Cadiz’s army of watchtowers, and the highest point in the city. Reach the top for a view of the ocean fringing the city’s expanse, and to learn about the towers – constructed so trading merchants could survey the harbour from their lavish homes. The Central Market is a chaotic place of bartering, where flashing knives dissect fresh fish. Stop in at the orbiting bars to enjoy tapas, freshly prepared with the market’s produce.

Bathing in the sunshine coast’s stunning subtropical climate, and laying out endless spectacular beaches, it’s no surprise that Malaga is one of Spain’s most popular cities. The already impressive cultural appeal of this holiday city has skyrocketed over recent years, and with a storied old town and Moorish fortifications, Malaga has a lot to offer. Nearby, you can recline on the renowned beaches of the Costa del Sol, or venture inland to discover the Moorish treasures of Granada and Cordoba. View less La Malagueta beach is Malaga’s spacious urban beach, perfect for a sunbathe and a dip in the warm water, before enjoying seaside cocktails or seafood tapas in the restaurants nearby. Malaga and the Costa del Sol may be best known for glorious weather and beaches, but Malaga can now stake a genuine claim as an artistic powerhouse too. Visit the renowned Picasso museum – housed in the artist’s birthplace – before exploring the freshly opened outpost of the Pompidou Centre. The art also spills out onto the streets in the colourful Soho district – splashed with vibrant street paintings. Known as La Manquita – or the one-armed woman – the city’s cathedral rises over the historic old town. Its huge bell tower stands tall, but an accompanying second tower was never completed – hence the nickname. The Alcazaba fortress palace looms over the waterfront and forms a spectacularly preserved remnant from the era when the Moors controlled the Andalucía region. Discover more of the Arabic influence by visiting Granada’s Alhambra palace, or Cordoba’s La Mezquita mosque. Together with Seville’s converted cathedral, the cities form Andalucía’s Golden Triangle of Moorish wonders.

Bronzed and beautiful visitors enjoy the unique ambiance, chic boutiques and quaint cafés that overlook the small yacht harbor and line the narrow, cobbled streets. Others explore along the coastline, where tiny villages are tucked away in hidden coves. Don‘t miss out on practically everyone‘s favorite pastime – people-watching while sitting in one of the outdoor cafés, sipping a campari or enjoying a cappuccino. The boutiques and designer shops are only a stone‘s throw away, tempting prospective buyers with chic resort wear and Italian designer clothing (be aware that not all shops may be open on Sunday).

There are few more elegant places to salute the sunset than Terrazza Mascagni, Livorno’s refined chessboard piazza. A historic port, and a beachy gateway to Tuscany, Livorno welcomes you ashore to explore this enchanted Italian region‘s sun-soaked beauty, rich flavours and world-renowned fine art. Stay in Livorno to explore ‘Piccolo Venezia‘, or ‘Little Venice’ – a quarter of the town that‘s laced with canals, little marble bridges and plenty of tempting eateries. View less With its bustling market, fortresses and iconic waterfront, there’s plenty to keep you busy here, but most will be tempted to venture inland to explore more of Tuscany’s many charms and artistic wonders. Test your nose, as you breathe in the subtleties of Tuscany’s vineyard-draped scenery, and visit wineries showcasing the best of the renowned flavours of the Bolgheri wine-growing area. Or head out to Prato, where you’ll find tightly-woven textile history. Pisa’s showpiece tower is within reach, as is Florence’s city of immense and imaginative renaissance beauty. Admire the delicate carving of Michelangelo‘s masterpiece, the David statue, and note the provocative stance as he casts a dismissive glance towards Rome. Stand before the city’s majestic black and white cathedral – the Cathedral of Santa Maria del Fiore – with its colossal brick dome. The view down over Florence‘s river and grand dome from Piazzale Michelangelo, meanwhile, is one of Italy‘s finest. However you choose to spend your time in Tuscany, you’ll discover an artistic region, filled with beauty designed to appeal to every sense.

All roads lead to Rome, and with good reason – this city is one of the world’s most thrilling, offering unmatched history along every street. An evocative, inspiring and utterly artistic capital of unrivalled cultural impact, Rome is a city of back-to-back landmarks, which will take you on an exhilarating journey through the ages. This may be one of the world’s oldest cities, but it’s well and truly lived in. The ruins are punctuated with murmuring cafes, and the outdoor seating of restaurants sprawls out across piazzas, enticing you to sample tangles of creamy pasta and crispy pizzas. Rome’s incredible Roman Forum is littered with the ruins of its ancient administrations, which have stood firm for 2,000 years, since the times when the area was the centre of the Western world. Few sites are more simultaneously beautiful and haunting than that of the storied Colosseum, which looms deep into Rome’s rich blue sky. Take a tour to learn details of the grisly goings-on within. The best way to experience Rome is to wander its streets, gelato in hand. There is a lot to see here – whether it’s the domed spectacle of the Pantheon, or the elaborate flowing waters and artistry of the Trevi Fountain. Vatican City is an astonishing, colossal display of Catholic grandeur, while the Spanish Steps – crowned by the Trinità dei Monti church – offer a beautiful spot to gather and soak up the lively atmosphere of this humming city. With so much on the to-do list, you’ll relish the breaks you take, enjoying simple pleasures like a strong espresso, or fresh pasta with tomato sauce and ripped basil.