The Ultimate Guide to Crafting Your Italian & Greek Holiday Itinerary

Dreaming of the perfect vacation that combines breathtaking landscapes, rich history, and mouthwatering cuisine? Look no further, wanderlusters! Our comprehensive guide will sweep you away to the enchanting realms of Italy and Greece, where ancient wonders and modern marvels converge in a harmonious symphony of culture and beauty.

Embarking on a Roman Adventure

Kick off your journey in the eternal city of Rome, where history comes alive with every step you take. Start your day at the awe-inspiring Colosseum, best explored in the morning to avoid the sweltering afternoon heat. For a panoramic view that will leave you in awe, savor lunch at The Court Rooftop Bar, a refined cocktail haven that overlooks the Colosseum's grandeur.

Next on your list is the iconic Trevi Fountain, a place where wishes are whispered to the gods of travel. Sip cocktails at the W Hotel's rooftop bar as you take in the sunset-kissed cityscape. Venture into the charming and very cool Trastevere district for an unforgettable dinner experience at Da Vit Orio Ristorante Pizzeria, renowned for serving the best carbonara in all of Italy. And don't miss the chance to marvel at the oldest buildings in Italy, like the historic Pantheon former Roman template standing since 25 BC.

From Rome to Sorrento: A Journey of Wonders

Board a train to Naples, then continue your odyssey to Sorrento, a coastal gem that will steal your heart. Explore the stunning cliffs of Sant'Angelo and revel in an exquisite dinner at II Ruttino. Delight in lunch at O’Parrucchiano, set amidst picturesque gardens. Embark on a train journey to Pompeii for a day steeped in history before venturing to the dreamy Positano and cruising along the mesmerising Amalfi Coast. 

 Unveiling the Charms of Capri

A day trip to Capri awaits, where luxury and natural beauty collide in an intoxicating blend. Absorb the panoramic splendor as you ascend to the island's peak. Immerse yourself in the elegance of Capri's boutiques, including the Louis Vuitton travel guide store. Enchanting sights await during a magical Blue Grotto canoe excursion, where you can even plunge into the azure waters. 

Monopoli: A Hidden Italian Treasure

 Take a bus from Sorrento to Monopoli, a less-touristy haven with equal measures of allure. Nestled within the historic streets of old Monopoli is La Cattedrale bed and breakfast, a cozy haven where an Italian family serves you breakfast on their rooftop terrace everymorning. Discover endless corners of enchantment as you meander through the old town. Rent a car for captivating day trips to Alberobello, Ostuni, and Polignano, where a pebble beach and breathtaking views await.

Charming Chania: A Home Away from Home

Fly to Crete and set your sights on the captivating town of Chania. Nestled amidst the stunning landscapes, Mones awaits with open arms, offering not just accommodation but a true escape into Greek hospitality. As you traverse the path, don't be surprised if rescued cats cross your way, eager to become your new best friends. And if that's not enough, indulge in a pampering session at the spa, a sanctuary of relaxation.

As the sun dips below the horizon, let the magic of Chania come alive at Sinagogi open-air bar. Sip on refreshing drinks while basking in the warm Mediterranean breeze – a perfect prelude to the adventures that await.

 Unearthing the Treasures of Milos

Catch a ferry to the under-discovered gem of the Greek islands, Milos. It's a place where every day is an exploration, and the stunning landscapes become your playground. Rent a car and embark on mini-adventures around the island. Discover the quaint fishing village of Mandrakia, the enchanting streets of Trypiti, the captivating Klima, and the mesmerising Sarakiniko Beach, often referred to as Moon Rock Beach.

Witness the awe-inspiring sunset from the Plaka Castle an experience that will forever be etched in your memory. Spend a day soaking in the sun at Paliochori Beach, followed by an evening at Spirtoni, where the best souvlaki you've ever tasted awaits. And when your taste buds yearn for true Greek flavors, O Hamos welcomes you with open arms, offering home-cooked meals and handwritten menus that exude warmth. But be warned get, get in early, even Bill Gates had to wait!

 Mykonos: Beyond the Party Scene 

Catch a ferry to the renowned island of Mykonos, known for its vibrant nightlife and energetic spirit. But here's a secret: there's a tranquil side to Mykonos that will steal your heart. Opt for a stay at Manoulas Beach Mykonos Resort at Agios Loannis Diakoftis, a haven of relaxation that boasts an infinity pool and a charming bar. As the sun sets, savor a delectable dinner at Hippie Fish, where not just food but a captivating show awaits. 

For a day of indulgence, consider renting a daybed, where you can lounge by the infinity pool and watch the skies transform as the sun bids adieu. Zuma Mykonos are your front-row seat to a breathtaking spectacle. And if you're feeling adventurous, set sail on a majestic sailboat excursion, exploring the island's beauty and revelling in the rich history, exemplified by the House of Dionysos. 

The Majestic Athens Finale

Your journey culminates in the awe-inspiring city of Athens. Spend a day exploring the iconic Acropolis and the Acropolis Museum, immersing yourself in stories etched in stone. As the sun sets, treat yourself to cocktails at The Clumsies, a beloved Athens institution, before ascending to Ermou 18 Beyond The Horizon. Here, atop a rooftop, you'll gaze upon the illuminated Acropolis, a view that will etch itself into your soul.

Craft Your Dream Holiday

From the splendors of Rome to the hidden treasures of Monopoli, and the island paradises of Greece, this ultimate guide has got you covered. Immerse yourself in cultures steeped in history, savor mouthwatering cuisine, and bask in mesmerising landscapes. Create your dream Italian and Greek holiday itinerary and watch your adventure unfurl in a tapestry of unforgettable experiences. If you have any additional recommendations for places to stay, eat or venture to, feel free to share them in the comments. We'd love to hear about them!

Travel Tip: The Wanderlog app is extremely useful for planning your trips, keeping track of all the locations you want to visit, and organising information about flight times, daily activities, and accommodations.