Tuscany and Cinque Terre Itineraries

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From rolling hills to seaside villages, an Italian getaway has everything to desire in a vacation. Visit the iconic Tuscan countryside and the famed city of Florence, explore fascinating museums and distinct wines, and indulge in the romantic ambiance of the coast. Your Tuscany and Cinque Terre itinerary from Zicasso will be a dream vacation.

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Tailor Made Itineraries

Get inspired with our sample trips below. Let our travel specialists customize a trip just for you.

Mom and daughter admire the view of Florence from Piazzale Michelangelo

One Week Family Vacation to Tuscany and Cinque Terre

7 Day Custom Tour

From $1,920

The rolling hills of Tuscany and unrivaled landscapes of Cinque Terre provide the perfect backdrop for this memorable 7-day family vacation. Enjoy exclusive experiences and private tours, such as a pizza-making course, a family bike ride, and a gelato tasting, while you bask in the Tuscan sun and create lifelong memories. Immerse yourself in the beauty, history, and delicious cuisine of Tuscany and Cinque Terre during this unforgettable family vacation.

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Statue of David by Michelangelo in Florence

Immersive Couple’s Tour of Tuscany and Cinque Terre

9 Day Custom Tour

From $2,470

This 9-day couples trip to Italy’s Tuscany and Cinque Terre regions is a discovery of rich history and natural beauty. Experience the culture, history, and cuisine of Italy in addition to the iconic la dolce vita during this unforgettable couple’s vacation. Indulge in a private wine tasting in the Chianti region, explore the idyllic haven of Cinque Terre, and enjoy private time on some of Italy’s most pristine beaches.

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Pathway thru vineyards above Manarola in the Cinque Terre, Italy.

Indulgent Food and Wine Tour of Tuscany and Cinque Terre

8 Day Custom Tour

From $2,195

Indulge in the delicious food and wine of Tuscany and Cinque Terre during this 8-day journey. Uncover the beauty and history of the region as you taste your way from scenic cities to historical landmarks. From the Leaning Tower of Pisa to the Renaissance art of Florence, discover all Tuscany has to offer. Savor the renowned wine of the area, indulge in private cooking classes, and visit the seaside haven of Cinque Terre.

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Riomaggiore, the southernmost town of the Cinque Terre

7-Day Senior’s Tour of Tuscany and Cinque Terre

7 Day Custom Tour

From $1,920

Designed especially for seniors travelers, this incredible 7-day trip allows you to experience the unrivaled beauty and rich history of Tuscany and Cinque Terre. From the art masterpieces in Florence to the famous Leaning Tower in Pisa, discover the best locations in Tuscany before exploring the gorgeous Cinque Terre area. Private tours and experiences in each stunning town immerse you in the fabled lifestyle and culture of this idyllic destination.

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The Cathedral of Santa Maria del Fiore in Florence, Italy

The Best of Tuscany and Cinque Terre in 8 Days

8 Day Custom Tour

From $2,195

Discover the beauty, history, and idyllic atmosphere of Tuscany and Cinque Terre during this immersive 8-day vacation. From Renaissance art to medieval towns and Italy’s mouthwatering cuisine, indulge in all this amazing area has to offer. Journey through the medieval town center of San Gimignano, explore the enchanting town of Pisa, and uncover the history of Siena.

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Harbor at Vernazza in Cinque Terre, Italy

A Complete Italian Experience: Florence, Tuscany, Cinque Terre & Rome Tour

12 Day Custom Tour

From $3,295

On this 12-day trip to Italy, you will experience the awe-inspiring landscape of Tuscany, and enjoy sumptuous and delicate wines from the heart of Chianti. Stand in awe of the soaring dome of the Duomo, and enjoy the magnificent achievements of artistic expression that fill the Uffizi. You will tour the Vatican and learn the inimitable history that fills the Roman Forum.  On the coast, you may want to walk along the stunning cliffs near Cinque Terre on the Italian Riviera. This is a vacation dedicated to all of Italy, and it’s sure to take your breath away.

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Reviews of Zicasso's Referral Service

4.88 stars based on 214 reviews.

Italy Travel Review: Tuscany, Cinque Terre, Lake Como, Private...
"Giulio at this travel company did an exceptional job arranging...

Reviewed By Irene P.

Luxury Italy Vacation Review: Tuscany, Florence, Santa Margherita...
"It was our first time in Italy and Marcello planned the...

Reviewed By Jennifer R.

Italy Trip Review: Rome, Sorrento, Chianti, Tuscany, Capri,...
"Susanna worked with us to provide a wonderful balance of...

Reviewed By Angela H.

Luxury Italy Family Travel Review: Venice, Florence, Cinque...
"This travel agency provided a truly extraordinary and personalized...

Reviewed By Lorraine M.

Northern Italy Vacation Review: Tuscany, Lucca, Cinque Terre,...
"Highly recommended."

Reviewed By Manoj U.

Italy 2-Week Vacation Review: Rome, The Vatican, Nettuno,...
"We appreciated the ability to customize the trip to our...

Reviewed By Steven B.