Day 1: Civitavecchia (Rome)
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.
Day 2: Naples
Raw, unvarnished and refreshingly authentic, Naples is Italy’s third-largest city and a place like nowhere else. They say ‘see Naples and die,’ and you’ll soon discover the unique energy and exuberance of this sprawling city, which balances urban grit and timeless wonder like no other. Set on the breathtaking Bay of Naples, with the looming cone of Mount Vesuvius puncturing the blue sky close by, it can take a little time for Naples to work its way under your skin - but once you attune to its rhythms, you’ll be hopelessly under its spell. Naples’ densely packed, towering streets lend a claustrophobic, canyon-like feel to the UNESCO World Heritage Site city centre. Here, overflowing market stalls sell handcrafted goods along tight alleyways, and hidden courtyards serve up glasses of glowing Aperol Spritz. The smell of freshly-baked focaccias and drying washing hang over the thoroughly lived-in streets, while stunning baroque churches rise out of nowhere. Wherever you wander, this is a city sprinkled with immense cultural treasures and artistry - from palaces to fortresses and ruins from antiquity. Unpretentious food, made from simple, flavourful ingredients is a feature of Naples' revered cuisine, and the birthplace of pizza is the perfect city to taste fire-baked, shockingly under-priced, margherita. Wash it down with a bottle of wine perfected by the fertile slopes of Vesuvius. A sharp espresso is always welcome to punctuate your time exploring. Mount Vesuvius’s destructive impulses destroyed and conserved the ancient city of Pompeii in the blink of an eye, and the town is one of the best-preserved Roman ruins in the world. Naples' National Archaeological Museum displays many magnificent finds should you wish to stay in the city. The Amalfi coast’s immeasurable beauty also stretches out close by, while Capri’s glorious island glamorously luxuriates just offshore.
Day 3: Palermo, Sicily
The capital of Sicily, Palermo is a fiery, authentic city and a cultural powerhouse on the periphery of Europe. Juicy lemons weigh down the branches of its tree-lined streets, while treats like cannoli tubes, filled with ricotta-blended cream, provide a sweet taste of the local cuisine. Oozing layered character, explore this incredible city at leisure, or head out to nearby villages, which offer preserved medieval charm. Stacked markets spill out onto Palermo’s souk-like streets, while grand piazzas host elaborate fountains and sculptures, below the watch of baroque church domes. Many cultures have clashed and combined on this island’s shores, - since the days of antiquity - giving the city the dubious honour of being the world’s most conquered city. A genuine patchwork of influences, Palermo’s triumph lies in somehow combining it all into one fascinating whole. Palermo is a delightfully dishevelled city. Wander bomb-damaged streets of neglect, which suddenly open out to the grandest of cathedrals and most majestic of stunning palaces. The 12th-century Palermo Cathedral is a glorious domed structure – rise to the top, to look across the city’s restaurant-filled alleyways from above. Next, encounter the Norman, Arabic, and Byzantine fusion of the Norman Palace and the incredible golden mosaics and sweeping archways of the adjacent Royal Chapel. Visit Europe’s third-largest opera house, or Mondello’s beach, which offers relaxation on a beautiful arc of white sand. Stop in at the selection of restaurants, which serve up fresh fish, and refreshing granita al limone.
Day 4: Day at Sea
Days at sea are the perfect opportunity to relax, unwind and catch up with what you’ve been meaning to do. So whether that is going to the gym, visiting the spa, whale watching, catching up on your reading or simply topping up your tan, these blue sea days are the perfect balance to busy days spent exploring shore side.
Day 5: Porto Santo Stefano
A summer escape for Rome’s historic elite, the stacked waterfront of Porto Santo Stefano is a secluded taste of idyllic southern Tuscany. Physically closer to Rome than Florence, the city is strung to Italy’s western coast by two sandy harnesses, and sits on the unqiue peninsula of Monte Argentario - which was once an island. Flamboyant pink flamingos and herons stroll through the encased lagoon, while Porto Santo Stefano’s waterfront hums with clinking cafes and strolling visitors. The luxury yachts in the harbour show that Porto Santo Stefano has lost none of its luxury appeals, and with beaches, wild hikes and waterfront beauty, it continues to lure visitors to this secluded escape. Known for its fishing and cuisine - which is based around heavy use of the Tyrrhenian Sea’s juicy bounty. Stroll to Piazza dei Rioni for a dripping lemon gelato, or wander the streets noticing the lingering World War II damage – the city was heavily bombed during the conflict. Fortunately, the historic, star-shaped, Spanish fort was spared, and it still watches out resolutely over the waters. Built during the Napoleonic Wars, it fortified the exposed town against pirate raids, and offers beautiful views over the old town's terracotta roofs. Rugged coastline falls to secluded beaches, with a wilder, unkempt charm. Sail the coves - seeing cascading olive groves - or island-hop to Giglio and Giannuti, which lie 12 miles from shore, and can be seen from the monastery topped Argentario mountain. On the other side of the promontory, you’ll find Porto Ercole - where the lifeless body of the Old Master, Caravaggio, was discovered.
Day 6: Livorno (Tuscany)
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. 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.
Day 7: Portofino
Effervescent and exclusive, Portofino rests on a privileged peninsular. Lavish yachts mingle together, seeking out sought-after berths in the harbour, while gelato drips onto the stone-paved streets in this, the most alluring and glamorous town of the Italian Riviera. This section of the Ligurian Coast is a protected area, and home to some of the country’s most picturesque, and jaw-dropping scenery - which is best viewed from the deck of a sailing boat. Crisp white villas roll out across the verdant green hillsides, surrounded by laden vineyards and olive groves. Down in Portofino itself, the buzz of chatter and the clatter of cutlery, provide the soundtrack to busy terrace bars and restaurants, which serve up fine food and delicious sea views. Portofino’s achingly beautiful harbour arcs around the lapping waves, with a warmly-hued waterfront of peach and apricot colours - which also adorns postcards and promotional travel guides of Italy. For the authentic Portofino experience, sail out onto the tranquil waters of the Gulf of Tigullio, to mingle amongst the privileged at play, or settle back in the shade as you take aperitivo on the picturesque waterfront Piazzetta. Here you can sip the famous Ligurian wines, and stave off hunger with focaccia con il formaggio - or platters of fine cheese and hams. Deeper into Portofino, you’ll find artisans crafting their wares and weaving together lace, or you can ascend to viewpoints like the lemon shaded Church of San Giorgio, to look over the pretty jumble from up above. A wander out along the headland to the tapering tip of the peninsular, rewards with the views of Portofino’s iconic white lighthouse beaming out light and welcoming ships to this slice of Riviera heaven.
Day 8: Monte Carlo
Glitzy, glamorous and unashamedly luxurious – live the high life in Monte Carlo. From the super-yachts jostling for position in the harbour to the lavish bars splashing out iced champagne, tiny Monaco’s only city is a high rolling, decadent affair - and a gloriously indulgent, sun-soaked taste of the good life. Famed for its low tax status - and the Formula One race that roars through its hairpin bends and tight streets each year - Monaco is the ultimate playground of the rich and famous. Monaco may be the world’s second-smallest country - only the Vatican has a smaller footprint - but Monte Carlo has a confidence, impact and appeal that few can match. The gilded Royal Palace adds an air of regal glory, and whether you want to soak up the culture at the opera or raise the stakes at a casino - doing your finest 007 impressions - you’ll feel very much at home here. Soar above the high-rise hotels and glorious casinos in a helicopter, to see the city from above, and admire landmarks like the cathedral where Grace Kelly married the Prince of Monaco in 1956. High-end fashion, fragrances and fancy adornments await in the gold-label shops of Monte Carlo's lavish shopping streets, while the old town’s pink and lemon floral facades offer an authentic balance of historic character to counterpoint the well-heeled excesses. A wonderful escape, revel in old-world glitz and glam, as you admire twinkling chandeliers and wander between palatial architecture, while enjoying your time in Monte Carlo's abundant wonderland. Before you leave, explore the storied fortress that protected this tiny state’s independence for so long.