Italy is a feast for the senses — from Renaissance art in Florence to canal rides in Venice and pizza straight from Naples. With world-class cuisine, stunning architecture, and charming villages, every region has its own allure. Join the locals with a leisurely espresso, stroll through historic piazzas, and enjoy a gelato under the stars.
Late spring (May to June) and early autumn (September to October) are ideal for pleasant weather and fewer tourists.
Visit the Colosseum and Roman Forum in Rome
Glide down the canals of Venice in a gondola
Hike the colorful trails of Cinque Terre
See Michelangelo’s David in Florence
Indulge in authentic pasta in Bologna
Tour vineyards in Tuscany and enjoy a wine tasting
Glide through Venice’s canals on a private gondola ride
Share a picnic in the lush gardens of Villa Borghese in Rome
Watch the sun set over Florence from Piazzale Michelangelo
Sip wine at a vineyard estate in Tuscany with your partner
Toss a coin into the Trevi Fountain together for good luck and love
Dine alfresco in a quiet piazza in Verona, the city of Romeo & Juliet
Trips to Cherish is a luxury travel boutique specializing in helping you to turn your travel dreams into cherished memories. We work with you to custom create a journey that is packed with authentic and amazing experiences, as well as special touches. All you have to do is show up to live your dream!
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