Most popular Cortona tours
On each of our guided tours, you’ll enjoy a balance of sightseeings led by locals and free time to follow your interests. All our tour packages include an expert Tour Director, breakfast daily, select lunches and dinners, comfortable transportation, and accommodations hand-selected by our staff.
Showing 2 of 2 tours
Food & Wine: Flavors of Tuscany & Umbria
11 days | 13 days with Rome extension
4.7 star rating
Tuscany Adventure: Lucca, Siena & Maremma
12 days | 14 days with Florence extension
4.8 star rating
The Semi-Annual Sale
Save up to $400 per person
on 2023, 2024 & 2025 tours when you book by June 29†
What travelers say about their tours
Bucket list expectations exceeded!
4/16/2016 by first-time traveler Jenny
The beauty of traveling with a group is that the logistics of your trip are worked out for you: hotel stays, ground and air transportation, and daily tours. Traveling with Go Ahead Tours allows you to skip lines at the sites visited.
True professionals in vacation planning!
7/27/2018 by first-time traveler Diane
Such a value! Every day offered us opportunities to see and do so much with the group, as well as opportunities to tour on our own. Each destination had a city tour with excellent professional, knowledgeable local guides who not only shared their passion for their city but also the cities history.
How it works
Planning a trip is a breeze with the help of Go Ahead Tours’ experts working behind the scenes.
Work with our in-house experts
Choose from 175+ tours all around the world. Need help narrowing down? Call our regional experts at 1-800-590-1161 to talk through how you like to travel.
Sit back & get ready for your trip
Your tour package includes handpicked hotels, breakfast daily and other select meals, comfortable transportation, an expert Tour Director, guided sightseeing, and more.
Take off on an adventure, stress-free
Your local Tour Director will meet you and your group on the first day, and be your go-to for the best sites, flavors, and stories of the region.