Trip Overview
This isn’t just your typical Italian escape — we’ll hit those breathtaking, must‑see spots while savoring the slow magic of Italy.
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Tuscany: Sip vino, feast on Italian classics, and embrace the art of living slowly among rolling hills and timeless villages.
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Cinque Terre: Hug the cliffs of the Ligurian coast, walking village to village with the sea as your backdrop — or choose a scenic boat ride to take in the dramatic views from the water. Each stop offers its own charm, from pastel houses to seaside trattorias.
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Florence: Wrap it all up in romantic, art‑soaked Florence — the cradle of the Renaissance, where culture, history, and beauty meet at every turn.
Culture, connection, 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
12 meals included. A few meals open so you can explore Italy’s culinary gems on your own
Onsite transport
Private accommodations, even for solo travelers
8+ Included Activities
Small Group Size,
1 - 10 Travelers Per Trip
Adventure Level 1 - 2
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Level 1: A relaxed journey with cultural exploration, food, and scenic experiences.
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Level 2: If you choose the Cinque Terre coastal hike, the trip becomes Level 2 due to the added activity.
Rolling Vineyards
Culture, Culture, Culture!
Cinque Terre - Coastal Dreaming
Culinary Delights
Trip Highlights
What's Included?
Florence, Tuscany & Coasts!
Florence - the city where my love for travel first took root. A place that feels like a living museum wrapped in romance. From the grandeur of the Duomo to the quiet elegance of hidden courtyards, every corner tells a story. We’ll wander beneath ornate archways, marvel at Renaissance masterpieces, and savor the flavors that make Tuscany unforgettable. Italy never ceases to amaze me —so let’s uncover the magic together.
Cinque Terre:
Coastal Trails & Colorful Dreams
Day 4
We head to the Ligurian coast to hike the iconic Cinque Terre. Picture this: pastel-hued villages clinging to cliffs, narrow trails winding above turquoise waves, and the scent of lemon trees and sea spray in the air. We’ll walk from town to town—Riomaggiore to Monterosso—soaking in the charm of each seaside gem, where fishing boats bob in tiny harbors and every turn feels like a postcard come to life. Don’t forget your swimsuit! A midday plunge into the sea is just the perfect way to cool off from our seaside hike. It’s movement, magic, and Mediterranean bliss all in one.
Savoring
Italy's Countryside
Slow Days & Full Glasses
After coastal exploration, we descend into the rolling hills of Tuscany, where vineyard views stretch for miles and every meal feels like a celebration. We’ll indulge in pasta made with love (and probably a nonna’s secret), sip our way through local wineries, learning about their history and production. It’s a slower pace, but no less rich—because sometimes, the best adventures are
served at the table.
It’s time for a flavorful detour into Italy’s artisanal heart. We venture into the countryside to meet a local prosciutto producer and witness the craft behind this savory perfection, from salt-curing to cellar aging. Then, we’ll step into the world of cheese-making, where the aroma of aging Parmigiano and the rhythm of tradition lead the way. Hands-on moments and guided tastings reveal the dedication behind every wheel. This isn’t just a tour—it’s a tribute to the people, patience, and pride that transform simple ingredients into unforgettable experiences. Because sometimes, the soul of Italy is best discovered one bite at a time.
Day 5-6
Day 7 Departure - Or why not explore one more city?
More Than a Trip
Discover Italy's Heart and Soul
From coastal pastels 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.
What's Included?
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) - Coastline Cinque Terre Trek - Florence Cultural Walking Tour - Prosciutto Production Tour - Parmesan Production Tour - Olive Oil Production Tour - Local Farm & Winery Tour - Hands-On Italian Cooking Class - Winery Tour
✅ 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.
✅ 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 - 12 meals are included. We’ve left 4 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 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
12 meals included. A few meals open so you can explore Italy’s culinary gems on your own
Onsite transport
Private accommodations. Even for solo travelers
8+ Included Activities
Small Group Size
1-10 Travelers Per Trip
Adventure Level 1 - 2
-
Level 1: A relaxed journey with cultural exploration, food, and scenic experiences.
-
Level 2: If you choose the Cinque Terre coastal hike, the trip becomes Level 2 due to the added activity.
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!
