Romantic Umbria Trips & Honeymoon Packages

Walk through UNESCO-listed Assisi streets with your private guide, then head to boutique wineries in Torgiano and Montefalco for intimate wine tastings featuring the famous Sagrantino di Montefalco. Five nights in luxury hotels across Assisi, Montefalco, and Orvieto await you both.

Italy's charming Umbria region unfolds before you in picturesque towns, with stays in historic hotels rated 4.5+ out of 5. Couples can share intimate experiences like truffle hunting, countryside picnics, and authentic home-cooked meals.

Cycle together through sunflower-lined paths to medieval Bevagna and the walled town of Montefalco with its great valley views, staying seven nights at the romantic Residenza d'Epoca alla Posta dei Donini. You'll have a couples' wine tasting at Chiorri vineyard with traditional Umbrian lunch, then cool off in Lake Trasimeno.

Walk hand-in-hand through the Third Paradise artwork of 120 olive trees near Assisi and try world-class truffles at Spoleto's romantic trattorias. Private evenings await at Hotel La Bastiglia in Foligno and Villa Fabri in Trevi, where you'll find beautiful ceiling frescoes, then stroll together along Lake Trasimeno's shores.

Cycle through Umbria's rolling hills from Perugia to UNESCO-listed Assisi, where you'll check out the Basilica of San Francesco with its beautiful Giotto frescoes. Stay in 3- and 4-star hotels like Hotel Dei Priori in Assisi and Hotel Dei Duchi in Spoleto, with private breakfasts each morning.

This private tour's great for couples wanting romantic Umbrian scenery, with wine tasting for two at Chiorri winery and quiet rides through wheat fields dotted with medieval villages. Six nights in deluxe rooms at Hotel Alla Posta dei Donini include welcome drinks and discounted wellness access.

Cycle together through Assisi's UNESCO-listed historic center, home to the Basilica of St. Francis with its Giotto frescoes. Spend time at Lake Trasimeno's shores in Passignano sul Trasimeno and walk through Perugia's medieval palaces and fortress walls. Stay in private accommodations at 3*** and 4**** hotels across Florence, Spoleto, Narni, and Rome throughout your trip.

Walk together through the medieval streets of Assisi and Spoleto, sharing quiet moments at hillside accommodations with panoramic terraces in Spello. After hiking the Franciscan Way, you can relax at the swimming pool of your agriturismo in Colle San Lorenzo. Private romantic dinners feature local Umbrian cuisine at family-run establishments in Bovara di Trevi and Poreta's medieval resort.

Share romantic walks through Umbria's Sacred Forest to the Third Paradise art installation of 120 olive trees near Assisi, then stroll hand-in-hand through medieval Trevi to admire Villa Fabri's ceiling frescoes. Finish in Spoleto with truffle tastings and a walk along the Ponte delle Torri.