Spain, Andalusia, Seville, foreshortenings of the architectures of Plaza de Espana.

Romantic Destinations of Italy and Spain Itinerary

Ratings of Zicasso's Service

Customizable Itinerary

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

Countries Visited

Italy, Spain

Places Visited

Florence, Tuscany, Chianti, Siena...

See all

Suggested Duration

14 Days

Walk hand in hand through the best of Italy and Spain on a handcrafted getaway designed just for two. Exquisite destinations set the scene, from historic cities to artisanal towns to Mediterranean villages of color and cobbles. Celebrations revolve around new experiences such as tapas hopping, Chianti vineyards, and driving a vintage Fiat 500. There’s also plenty of space and time for romance to thrive in Florence, Cinque Terre, Lake Como, Madrid, and Seville.

Customizable Itinerary

Expand All

Trip Highlights

  • Walk hand in hand through the cobbled villages of Cinque Terre, Italy’s most romantic coastal destination
  • Feel the amorous energy of Seville, a passionate city in Andalusia
  • Explore the beauty of Tuscany, from Florentine piazzas to Chianti vineyards and the wonder of Siena
  • Discover remarkable art and architecture, like Da Vinci’s The Last Supper in Milan, Moorish Cordoba, and Roman Segovia
  • Madrid provides an enchanting capital city experience with something new on every corner in a laid-back atmosphere
  • Enjoy leisurely time along the water in Bellagio, a glamorous village on Italy’s Lake Como
  • Indulge in romantic dining experiences including a candlelit dinner, tapas hopping, a Tuscan farmhouse visit, and afternoon coffee at old-world cafes
  • Drive a vintage Fiat 500 through the hills, walk along the Cinque Terre coastline, and experience an authentic flamenco performance

Detailed Description

Romance thrives easily in Italy and Spain. Watch the sunset from a village as the light clings to Mediterranean cliffs. Hop between tapas bars in Seville’s lively old quarter. Laze an afternoon away at a waterside Lake Como café or a Tuscan vineyard or a Moorish alcazar. There will also be candlelit dinners and many other classical scenes, but when the destinations are so exquisite, you don’t always need something extra special. Just toast to two and walk hand in hand through places that seem to come from a dream.

This handcrafted tour will take you to the most romantic destinations in Italy and Spain. These two countries are dotted with unique experiences, so there’s always a memorable way to go out exploring. The first stop will be Florence, a city of the Renaissance and a gateway to the rest of Tuscany. Next, you will travel to Vernazza, a quiet village on the Cinque Terre, perched just above the Mediterranean. Then, visit Bellagio and a lakeside hotel on Lake Como, where there is a possibility for adventure, but the experience mostly concerns romantic downtime. Those three stops in Italy will include a few treats as you travel between them, such as a visit to Da Vinci’s The Last Supper in Milan and 12th-century Pisa.

Fly from Milan to Madrid and the Spanish capital will be the next place you walk hand in hand with your loved one. Stop to try chocolate and churros, sip wines on the Plaza Mayor, find yourself at an Egyptian temple, and spend most of day ten in nearby Segovia. Then, take the train to Seville, a city with much passion and amorous energy. You’ll sense it on the streets of the old quarter, feel it during a flamenco performance, and taste it while you go tapas hopping. Whether it’s a languid morning or a full day of exploring, the experience for two will always be authentic.

Starting Price

$3,593 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

4.82 stars based on 55 reviews.

European Travel Review: Spain, France, Monaco, Italy, Vatican...
"Anytime we had any issues the emergency help line was there...

Reviewed By randy g.

Italy & Spain Birthday Trip Review: Rome, Colosseum,...
"Mario and his travel agency handled everything perfectly."

Reviewed By Tara W.

Luxury Italy, Spain & Portugal Vacation Review: Vatican...
"This travel agency went above and beyond to ensure our...

Reviewed By Denny L.

Luxury Spain & Italy Vacation Review: Oviedo, Santiago...
"[Our travel agency] delivered on everything that was in...

Reviewed By shel s.

Luxury European Family Vacation Review: Saint-Jean-Cap-Ferrat,...
"An incredible and super professional agency filled with...

Reviewed By Karime I.

Spain & Italy Vacation Review: Mother Daughter Trip,...
"Our hotels were in great locations..."

Reviewed By Lynn 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