Celebrate Love with Unforgettable Romantic Getaways
Valentine’s Day proves what we already know deep down: the best gifts aren’t things, they’re experiences. A surprise week away beats another box of chocolates every time. Whether you’re…
Read moreOver nine days, revel in the sights, sounds, and flavors of Italy’s most dynamic landscapes. The adventure begins in Rome, the world’s most captivating city filled with elegant fountains, ancient ruins, and bustling piazzas. Next, enjoy a peaceful respite among the rolling hills of Tuscany, where idyllic nature meets the world’s most beloved food and wine. By the end of the trip, you’ll find yourself watching the sun set over the Italian Riviera, feet in the sand and wondering how one country can hold so much.
Your journey begins in Rome: The Eternal City. Just steps from Piazza Navona, stay in a boutique hotel with a rooftop terrace and dazzling views of the city skyline. The first evening is yours to wander through ancient streets, explore lively piazzas, and gaze upon Trevi Fountain aglow at night. On the second day, stand in the footsteps of gladiators as you visit the Colosseum, then learn of Rome’s captivating origins at the Roman Forum. In a delicious finale, you’ll traverse one of the most atmospheric neighborhoods to savor the city’s most delicious cuisine.

Bid farewell to the tourists and the vigor of the city as you depart Rome and enter Tuscany. In Val d’Orcia, a stunning display of rolling hills, tall cypress trees, and lush vineyards unfolds before you. You’ll explore a local farm to hang with the sheep, taste gourmet pecorino cheese, and savor fine wine. Also awaiting you is a stay at a 16th-century country house whose infinity pool overlooks the picture-perfect countryside. Enjoy leisure time to relax on the property and wander the charming streets of Montepulciano. You’ll have a full-day tour of Chianti, surrounded by San Gimignano’s medieval towers, then be treated to a fabulous winery lunch with delicious regional products.

The adventure continues north through Tuscany, pausing in Pisa to explore the iconic Leaning Tower. You’ll arrive in the Italian Riviera at a hotel perfectly set on the golden shores of Sestri Levante. Bask in the sunshine as you swim in the azure Mediterranean waters, then wander about town. You’ll enjoy a day of coastal splendor aboard a private boat to Portofino and Camogli, admiring pastel-colored houses, gleaming superyachts, and dramatic rocky cliffs. Your final day begins deliciously with an authentic Ligurian cooking class where you’ll craft handmade focaccia and fresh pesto. On the last evening, with your feet in the sand, you can watch the sunset over the water, reflecting on this incredible journey.

Arrive in Rome for a two-night stay, with time to soak up the atmosphere of its cobbled piazzas and fountains.
Collect your rental car and wind your way from Rome into the Tuscan countryside for a three-night stay, stopping for a leisurely lunch at a family-run pecorino cheese farm.
Sip and savor at a Tuscan winery, where a guided tasting leads into a relaxed lunch among the vines.
A free day to explore at your own pace, perhaps with a wander through the hilltop streets of Montepulciano.
Drive south to Sestri Levante for a four-night stay, with time to explore its colorful harbor and pastel buildings.
A leisure day to enjoy the beaches of the Riviera.
Set sail on a private yacht along the Gulf of Tigullio, taking in the towns of Portofino and Camogli, with refreshments on board.
Roll up your sleeves for a hands-on Ligurian cooking class paired with wine.
Transfer to the airport for your flight home.
Prices are subject to change depending on your preferred dates of travel. Price does not include international flights.
This itinerary starts from $4,390 per person for six travelers, rising to $5,090 for two. Pricing includes boutique hotels, luxury trains, private transfers, and selected dining. International flights are not included.
June and September are ideal months to enjoy both cities and the beach. July is the hottest month, and April to May are the wettest. For cooler temperatures, consider October.
Our signature itineraries are designed to be taken as they are. If you have a specific vision, that’s exactly what our Bespoke Journey service is for. Bespoke trips are built from the ground up around your preferences and are completely customizable.
One of the world’s best! Venice and Positano are among the most atmospheric places on the planet to celebrate a new marriage. This itinerary features a boat tour under the Faraglioni arch to the island of Capri, candlelit dining, and a sunset gondola ride.
A group tour runs on fixed dates, and you are traveling with other tourists. A private itinerary runs entirely on your schedule, with your group. Every trip we design is for your party only. Some of your individual tours are small-group tours.
You will be given the phone numbers for each of your drivers and guides to reach them on local time. Our team is available during EST hours. We reconfirm every reservation before you leave to minimize the chance of problems in the first place.
Your 35% deposit (plus applicable flights) confirms your booking with us. The final balance is due 60 days prior to your departure, and you’re able to pay by credit card or bank transfer. (Pro tip: you receive a 3% discount for paying via bank transfer!)
During your travels, our expectation is that you will have one large (up to 50 pounds) rolling suitcase and one carry-on bag per person. If you have train or ferry travel, we do not recommend exceeding this amount, as it would hinder your boarding and disembarking.

We’ve been there.
Every hotel, tour, and experience we recommend has been personally vetted by our team. We don’t send you somewhere we wouldn’t go ourselves.
Our connections are yours.
Years of relationships with exceptional guides, trusted drivers, and the right people on the ground across Europe and Africa.
Nothing gets left to chance.
Before you travel, we reconfirm every booking, every transfer, and every detail to make sure the pieces fit together exactly as planned.
Someone picks up the phone.
While you’re away, we’re available. If something shifts, we handle it so you don’t have to.
Your time is the point.
We take care of the complexity so you can be fully present from the moment you arrive.
Every WAC journey has a dedicated travel designer and a whole team working in the background. From booking suppliers, reconfirming every transfer and reservation, preparing your travel documents, and making sure nothing is left to chance, we’ve got you covered.


















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