Small Group Travel: Go Beyond the Guidebooks
If you’re looking for a one-of-a-kind small group tour experience, you’re in the right place!
At One Street Over Travel, our itineraries are thoughtfully planned, with a pace that doesn’t feel rushed. We think part of the joy of travel is in discovery and we pride ourselves on trips that are never cookie-cutter. Our goal? To provide you with amazing experiences that become lifelong memories.
2027 Women’s Small Group Tours
Florence & Tuscany
Two tour dates offered:
Sept 16–23, 2027
Sept 24–Oct 1, 2027
$4,985 per person/dbl occ.
Limited to 8 guests
Highlights
Pasta making class
3 winery tours & tastings
Truffle Hunt
Uffizi Museum Tour
2027 Women’s Florence & Tuscany Tour
Download the brochure
Portugal: Lisbon & the Algarve
Oct 3–10, 2027
$4,995 per person/dbl occ.
Limited to 8 guests
Highlights
Lisbon food tour
Winery tour & tasting
Kayaking in Lagos
Algarve market tour
Janet from One Street Over Travel was an absolutely wonderful host during our time in Italy! She was warm, welcoming, knowledgeable, and went above and beyond to make our experience truly special. Her kindness, enthusiasm, attention to detail and great sense of humor made our trip even more memorable! — Laura P., New York, 2026 Tuscany Tour
Not Your Average Group Tours
Think small. Very small.
When you join one of our group travel tours, you won’t find yourself riding in a bus or trailing behind a guide with a flag. Our small group tours are truly small—no more than 8 people—so it feels more like traveling with a group of friends.
We limit our group size so we can stay in off-the-beaten-path hotels, visit family-owned vineyards, and learn to make pasta with an Italian nonna in her home kitchen—to name a few.
Our group tours aren’t meant to appeal to everyone. They’re designed with a particular kind of traveler in mind, someone who’s looking for authentic cultural experiences, not just to check places off a list. Our tours are for curious people who embrace the new with enthusiasm, whether that means traipsing through a Tuscan forest with a truffle dog or taking a sunset hot air balloon ride over the Loire Valley.
Sound like fun? Let’s talk.
Photo Highlights from Past Tours
