Best Midlife-Crisis Trips

Forget the Ferrari: travel can transform your life. Here are 10 trips to make it happen.

Biking Through Umbria, Italy

7 of 11

Why Go Now: Pedaling through expansive vineyards, olive groves, and medieval hill towns is visually rewarding in itself, but at the end of a good, long haul, what’s better than a celebratory glass of Orvieto? Group cycling trips through the Italian countryside expose travelers to new friends and make accessible foreign ground not typically covered, while good food and wine minimize the boot-camp feel. The best part? Seeing Italy without concern for calories.

Go with: DuVine Adventures.

Best Midlife-Crisis Trips

Biking Through Umbria, Italy

Why Go Now: Pedaling through expansive vineyards, olive groves, and medieval hill towns is visually rewarding in itself, but at the end of a good, long haul, what’s better than a celebratory glass of Orvieto? Group cycling trips through the Italian countryside expose travelers to new friends and make accessible foreign ground not typically covered, while good food and wine minimize the boot-camp feel. The best part? Seeing Italy without concern for calories.

Go with: DuVine Adventures.

David Cornwell
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