Trip Overview
This isn’t just your typical Italian escape — we’ll hit those noteworthy, breathtaking spots that make Italy unforgettable.
From enchanting Venice, with its canals, cicchetti bites, and timeless culture, to lacing up our hiking boots and trekking through the rugged beauty of the Dolomites (optional hike, but not to miss), every moment is designed to inspire. Cozy homestays with mountain views make the effort worth it, while evenings bring vino, hearty Italian feasts, and the joy of slowing down.
Culture, challenge, carbs, and killer views — this 7‑day journey has it all.
Come solo and meet like-minded adventurers. Rally your friend group out of the group chat. Travel as a couple. However you show up, your trip will be unforgettable. Can’t make the posted dates? Reach out—we’ll help make it happen.
Curious but want to connect first? We get it—travel is personal. If you’d like to chat with the host, ask questions, or just hear a real voice behind the adventure, reach out anytime. WhatsApp: +1 314 440 8033 Email: roamwithmetravel@outlook.com We’re happy to hop on a call and talk it through.
INCLUDED IN TRIP
10 meals included. Some meals open so you can explore Italy’s culinary gems on your own
Onsite transport
Private rooms for most of the
trip; Dolomites lodging details
in full itinerary
10+ Included Activities
Small Group Size,
1 - 10 Travelers Per Trip
Adventure Level 2 - 3
-
Level 3: Dolomites Trekker – 3-day scenic hike, mountain huts, epic views.
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Level 2: Dolomites Town Explorer – Chill in town with lakeside walks, wine, and spa vibes.
Jaw-Dropping Dolomites
Culture, Culture, Culture!
Passed Down Traditions
Italian Wine
Trip Highlights
What's Included?
Exploring Venice
Canals, Culture, and Charm
Venice is a city suspended in time—built on water, draped in history, and endlessly enchanting. We’ll explore its winding alleys and quiet courtyards on a cultural walking tour, tracing centuries of art, empire, and intrigue. Ornate palaces, Byzantine domes, and Gothic spires rise from the lagoon, reflecting the city’s legacy as a powerful maritime republic. Between stops, we’ll glide along its iconic canals aboard a water taxi—a front-row seat to the sinking beauty and timeless rhythm that make Venice unforgettable.
Venetian
Sunset Cruise
We’ll take to the water for a golden-hour glide through the Venetian lagoon—an unforgettable introduction to the city’s soul. From the comfort of our boat, we’ll admire iconic sights like Giudecca, San Giorgio, Castello, and San Marco, all bathed in the warm glow of sunset. As we learn about Venice’s rich history and hidden corners, light snacks and drinks onboard will add a touch of celebration to the journey. It’s the perfect way to ease into the rhythm of the city—relaxed, radiant, and utterly Venetian.
Into the Peaks
Dolomites
Jaw-DroppingDolomites
The Dolomites aren’t just a photo op—they’re a choose-your-own-adventure in one of Italy’s most dramatic mountain landscapes. Over three unforgettable days, you’ll either hike hut-to-hut through jagged limestone peaks and alpine lakes, or unwind in town with spa days, wine tastings, and slow mornings in the sun.
Whether you’re chasing altitude or soaking in the scenery, this trip is all about living inside the landscape—not just admiring it from afar.
Day 7 - Departure Day
Not done with Italy? Join our extension trip to Florence, Tuscany and Cinque Terra!
More Than a Trip
Discover Italy's Heart and Soul
From mountain peaks to culinary treats, every step of this journey pulsed with heart, flavor, and discovery. This wasn’t just a trip—it was a reset on how you see the world. Italy didn’t just show you the sights—it invited you to explore the iconic in your own unforgettable way.
Adventures
✅ Big adventure, small group, great value – experience bucket-list moments and off-the-beaten-path excursions without the hefty price of large commercial tours
✅ Affordable, intimate group sizes— Never more than ten travelers—ensuring a personalized, immersive experience
✅ Included excursions - (tip included in price) - 3 days/2 nights Dolomites trek - Coastline Cinque Terre Trek - Venice Cultural Walking Tour - Venetian Sunset Cruise - Florence Cultural Walking Tour - Prosciutto Production Tour - Parmesan Production Tour - Olive Oil Production Tour - Local Farm & Winery Tour - Hands-On Italian Cooking Class
✅ Your Guides - Your dedicated English-speaking guide is with you every step of the way—sharing their deep love for Italy’s culture, countryside, and the spirit of adventure. More than a leader, they create unforgettable bonds between travelers, fostering connection, inspiration, and a sense of belonging. For our trekking days, you’ll also be accompanied by a local, safety-certified mountain guide—an expert in the terrain and traditions of the region. With their knowledge of the trails and dedication to your wellbeing, you’ll hike confidently and comfortably through Italy’s breathtaking landscapes.
Accommodations, Transportation
& Meals
✅ Accommodations - Private rooms (no sharing, no surcharge) are included for most of the journey, offering comfort and personal space throughout. During our four-night trekking route, guests will stay in shared dormitory-style lodgings—an authentic and typical arrangement for mountain adventures. **For those preferring solo rest for the trek, single occupancy upgrades are available at $20 per person, per night, subject to availability. If interested, please let us know as soon as possible so we can assist with securing your room—though shared accommodations remain the standard for this leg.
✅ Transportation – That's right, all of your group led event transportation onsite is included. Typical transport for Italy includes public trains and buses. Some private shuttles will be used throughout our journey.
✅ Meals - 22 meals are included, from cozy hut dinners to countryside feasts. We’ve left 7 meals open so you can explore Italy’s culinary gems on your own—whether that’s a quiet café, a bustling market, or a hidden trattoria.
What’s Not
Included:
✘ Flights (but don’t worry—affordable options are available, and we’ll help you find the best deals!) Passport check: Make sure yours is valid for at least 6 months beyond your return date—some countries require it for entry.
✘ Extra excursions - Want to add another tour or custom class to your adventure, or a spontaneous motorcycle or Vespa ride through the countryside? Go for it! We've picked out some epic added on adventures for this trip that will keep you exploring this amazing destination
✘ Personal extras - Souvenirs, snacks, and that extra glass of wine you definitely deserve
INCLUDED IN TRIP
10 meals included. Some meals open so you can explore Italy’s culinary gems on your own
Onsite transport
Private rooms for most
of the trip; Dolomites
lodging details in full
itinerary
5+ Included Activities
Small Group Size
1-10 Travelers Per Trip
Adventure Level 2 - 3
-
Level 3: Dolomites Trekker – 3-day scenic hike, mountain huts, epic views.
-
Level 2: Dolomites Town Explorer – Chill in town with lakeside walks, wine, and spa vibes.
Ciao! I’m Amanda—founder of Roam with Me Travel and your host (alongside our incredible local guides) for this unforgettable Italian escape.
Italy has my heart. This is where it all began. My first-ever solo group trip, soo many years ago—was to this very country, and it cracked something open in me: a deep love for travel, connection, and beauty that stops you in your tracks. Now I love bringing others back to witness the magic for themselves.
From the pastel-colored coastlines to the snow-dusted peaks of the Dolomites, it’s a land of wild contrasts and unapologetic indulgence. I’ve wandered its vineyards, devoured its carbs, and chased sunsets with gelato in hand—and now, I’m bringing you with me.
Together, we’ll hike through alpine trails, toast with local wines, and savor every bite, view, and moment. My favorite part? Sharing this journey with new friends—especially when we’re deep in the Dolomites, breathless from beauty and laughter.
It’s a shared adventure through landscapes that linger and moments that matter. I'd love to share it with you!
