Beautiful view of Medieval town of Monteriggioni in Tuscany, Italy

Charm & Romance in Italy’s Countryside: Tuscany and Umbria Tour

Ratings of Zicasso's Service
Customizable Itinerary

This is a sample itinerary to inspire a personalized trip designed with your travel specialist

Countries Visited


Places Visited

Rome, Spoleto, Assisi, Montefalco...

See all

Suggested Duration

10 Days

Your 10-day romantic adventure of Tuscany and Umbria will keep your love at the forefront on your personalized Italy tour. Enjoy a passionate embrace on a vineyard, drift down the Tiber River dining on delectable dishes, and climb to the top of a medieval tower for unrivaled views. Take the chance to sneak a kiss around every corner, and fall in love anew amidst the beauty of Italy.

Customizable Itinerary

Expand All

Trip Highlights

  • Indulge in the romantic atmosphere and delicious cuisine during a four-course meal on a scenic cruise down the Tiber River in Rome
  • Delight in the flavors during a private wine and olive oil tour through the secluded and stunning countryside of Umbria
  • Climb to the top of Torre Grossa at nearly 175 feet above the cobbled lanes of San Gimignano for an unparalleled view of the Tuscan countryside
  • Deilght in luxury, charm, and romantic ambiance in unrivaled accommodations across Umbria and Tuscany
  • Bask in the simple yet captivating flavors of Umbrian cuisine with a private couple’s cooking class near Spoleto
  • Immerse yourself into the fairytale setting of the medieval towns that decorate the lush hilltops covered with olive groves, chestnut orchards, and vineyards
  • Marvel at grand design and intimate details of Michelangelo’s David in Florence before listening to the melodic Gregorian chants at a secluded church above the city
  • Visit the Basilica of St. Valentine in Terni, home to the tomb of the patron saint of lovers, St. Valentine, for whom Valentine’s day is named

Starting Price

$3,575 per person (excluding international flights)

Your Zicasso trip is fully customizable, and this sample itinerary is a starting place for your travel plans. Actual costs are dynamic, and your selection of accommodations and activities, your season of travel, and other such variables will bring this budget guideline up or down. Throughout your planning experience with your Zicasso specialist, your itinerary is designed around your budget. You can book your trip when you are satisfied with every detail. Planning your trip with a Zicasso travel specialist is a free service.

What's Included

  • Accommodations
  • In-country transportation
  • Some or all activities and tours
  • Expert trip planning
  • 24x7 support during your trip

Your final trip cost will vary based on your selected accommodations, activities, meals, and other trip elements that you opt to include.

Reviews of Zicasso's Referral Service

4.89 stars based on 5114 reviews.

Italy Luxury Vacation Review: Florence, Assisi, Sorrento,...
"Our trip was nothing short of spectacular! Every day, we’d...

Reviewed By Olga H.

Italy Luxury Vacation Review: Umbria, Spello, Montefalco,...
"Our agent was always available to answer questions or make...

Reviewed By Dorothy W.

Italy Trip Review: Rome, Florence, Tuscany, Chianti, San...
"We could not say enough good things about every part of...

Reviewed By Emily H.

Italy Luxury Tour Review: Rome, Florence, Venice, Siena,...
"We were very pleased with the service provided by Zicasso’s...

Reviewed By Elizabeth H.

Italy Luxury Vacation Review: Florence, Tuscany, Vatican,...
"We want to thank Zicasso’s travel team for the wonderful...

Reviewed By Lenore M.

Italy Tour Review: Venice, Florence, Rome, Montalcino, Nine-Day...
"Zicasso’s travel agency delivered a fantastic vacation...

Reviewed By Mark G.

Your Dream Vacation

in 3 simple steps

  1. 1

    Describe your dream trip

  2. 2

    Get matched with top travel specialists

  3. 3

    Book the trip

Free service - no credit card required