Explore Italy Like a Local with Our Curated Travel Guides

Discover Rome, Tuscany, Cinque Terre, and the Dolomites through our expertly crafted itineraries.

Explore Italy Like a Local with Our Curated Travel Guides

Discover Rome, Tuscany, Cinque Terre, and the Dolomites through our expertly crafted itineraries.

Your Dream Italy Adventure — Planned to Perfection

Four expertly crafted, photo-rich itineraries to Italy’s most iconic regions. No stress. Just unforgettable moments.

Rome, Italy 🇮🇹 

Step into the heart of Italy’s ancient and artistic legacy. From the grandeur of the Colosseum by day to the magical glow it casts at night, Rome balances timeless history with vibrant street life. You’ll wander charming piazzas, photograph fountains, and taste gelato as you trace the footsteps of emperors and artists alike.

This 3-day guide includes must-see highlights like Vatican City, the Sistine Chapel, and the Pantheon, plus tips to enjoy the Vatican Museums without the crowds. Toss a coin in the Trevi Fountain, stroll past ruins, and uncover photo-worthy corners around every turn — fully routed and organized for maximum impact with minimal stress.

Tuscany, Italy 🇮🇹 

Bask in the warmth of golden hills, timeless villages, and winding cypress roads. Tuscany invites you to slow down, savor the flavors, and soak in views that look like they were painted by the sun. From medieval towers in San Gimignano to thermal baths tucked into ancient villages, every stop feels like a secret worth keeping.

This 4-day driving guide takes you to the Leaning Tower of Pisa, the grand piazza of Siena, the hilltop charm of Pienza, and the rolling vineyards of Val d’Orcia. You’ll taste award-winning Pecorino, capture sunset magic at Baccoleno, soak in natural springs at Cascate del Mulino, and uncover quiet corners where Tuscany’s magic truly shines — all perfectly timed and mapped for a stress-free road trip.

Cinque Terre, Italy 🇮🇹 

Tucked along Italy’s dramatic Ligurian coast, Cinque Terre is a breathtaking string of five colorful villages where steep cliffs meet turquoise waves. With pastel houses perched above the sea and winding trails linking each town, this UNESCO-listed treasure is made for slow travel, scenic hikes, and unforgettable sunsets.

This 3-day guide leads you through the heart of each village — from Riomaggiore’s romantic marina views to Manarola’s postcard-perfect cliffs and Corniglia’s vineyard-covered terraces. Wander the cobbled lanes of Vernazza, climb to castle ruins for the perfect shot, then unwind on the beaches of Monterosso al Mare with a plate of fresh seafood. Every train ride, walking path, and viewpoint is mapped out for a smooth, sun-drenched escape.

Dolomites, Italy 🇮🇹 

Welcome to Italy’s alpine masterpiece — where emerald meadows meet jagged limestone peaks, and every turn feels like a scene from a storybook. The Dolomites blend adventure with serenity, offering cable car rides to panoramic ridgelines, peaceful lakeside strolls, and cozy towns steeped in mountain culture.

This 4-day guide takes you through the alpine charm of Ortisei and the Val Gardena region, the iconic cliffs of Seceda, and the rolling green beauty of Alpe di Siusi.You’ll visit the stunning church of St. Magdalena, set against a breathtaking alpine backdrop, wander along the shores of Lake Braies, and take in the towering sights of Tre Cime and Lake Misurina. Scenic drives through Cortina d'Ampezzo and over the Gardena Pass round out a route designed for photographers, dreamers, and anyone craving nature at its most cinematic — all mapped with timing, parking, and trail tips built in.

Unlock the full Italian experience with 4 expertly crafted guides.
Includes Rome, Tuscany, Cinque Terre, and Dolomites.
Bundle Includes:
✔️ Detailed itineraries (3–4 days each)
✔️ Offline-friendly PDF downloads
✔️ Google Maps links for each attractions, dining for all days
✔️ Dining, lodging, transport, packing, advance booking tips
✔️ Curated by real travelers

🎯 Italy — 14 Days of Ruins, Vineyards, Clifftop Views & Alpine Beauty 

Real Value: $817 • Your Price: Just $81 (Buy 3, Get 1 FREE)

This isn’t just a bundle. It’s your perfectly crafted Italian journey — four TripWise guides designed to take the stress out of planning and help you experience Italy’s most breathtaking regions with confidence.


From the Colosseum in Rome to the cliffs of Cinque Terre, the rolling hills of Tuscany to the dramatic peaks of the Dolomites, every stop is smartly planned, beautifully mapped, and easy to follow.

What’s Inside the Italy Bundle?

🗺️ 4 Region-Specific Guides

  • Rome — Ancient ruins, piazzas, art, and Vatican wonders
  • Cinque Terre — Coastal villages, hilltop viewpoints, and gelato trails

  • Tuscany — Renaissance towns, vineyards, hot springs, and scenic drives

  • Dolomites — Mountain lakes, panoramic hikes, alpine villages, and cable cars

(514 total pages | 630+ photos | 315+ Google Maps links | 218 Must-See Attractions | 113 Key Highlights)

📍 Click-and-Go Google Maps for Every Region ($156 value — INCLUDED)

✓ Over 300 clickable links to major sights, eateries, hikes, hidden gems & practical stops
✓ One tap = step-by-step directions across cities, villages, beaches, viewpoints, and scenic roads
✓ From Vatican queues to mountain viewpoints, you’ll never be lost — just living the moment

✓ Navigate Italy like a pro — no backtracking, no getting lost


🎁 BONUS #1: Smart Booking Blueprint for All 4 Destinations ($196 value — INCLUDED)
✓ Direct links to reserve Rome & Vatican attractions, pesto classes, cable cars, car rentals, cathedrals & top restaurants
✓ Know exactly what to book in advance — and when — so you avoid long lines and last-minute surprises


🎁 BONUS #2: Local Eats & Treats Maps (4x) ($156 value — INCLUDED)
✓ Daily dining picks for pizza, pasta, gelato, seafood, truffle dishes, and mountain-view meals
✓ Includes budget-friendly trattorias, family-run spots, and stunning scenic restaurants — all mapped out


🎁 BONUS #3: Packing & Prep Checklists (4x) ($76 value — INCLUDED)
✓ Essentials for every terrain: Roman cobblestones, Tuscan backroads, steep village steps, and alpine weather
✓ SIM card tips, ZTL zones, train advice, driving tips & cultural etiquette included

Total Real Value: $817

🎆 You Pay: Just $81

One bundle = four unforgettable Italian adventures — all ready to go.

👇 Scroll down, grab your Italy bundle, and get ready to travel like a local — with every detail in your pocket.

You could spend months researching blogs and Pinterest boards...

Or just grab a TripWise bundle and start packing.

Super Value

TripWise Italy Bundle

Get All 4 Guides 

Bundle & Save: All 4 Italy Guides for Just $81 (Save $27!)

⭐ What Real Travelers Are Saying

“We followed the Cinque Terre guide step-by-step and had the best gelato, lunch with views, and a perfect sunset. Saved us so much time!”

Tim & Maya, New York, USA

“We used both the Rome and Tuscany guides. The walking paths, photo spots, and food suggestions were amazing — like having a local friend.”

Emma.G, Vancouver, Canada

“The Dolomites guide made it easy to plan around cable car schedules and sunrise views. Gorgeous photos too.”

James and Madu, Sydney, Australia

✨ Make Your Dream Trip a Reality in 3 Easy Steps

Step 1

Choose Your Destination(s)

Browse our Italy guides and pick what you need.

Step 2

Buy & Download Instantly

Get your guide as a printable PDF with clickable links.

Step 3

Start Exploring with Confidence

All itineraries work offline — just open and go.

Why Choose TripWise?

As a family, we’ve traveled to 50+ countries, visited all 7 Wonders of the World, and built these guides for families, couples, and solo travelers who want a smooth, meaningful adventure without the stress.

✅ Real itineraries from real trips
✅ Stunning photography for visual inspiration
✅ No fluff. Just the good stuff, organized day-by-day
✅ Instant download, yours to keep forever

What is Included in Your TripWise Guide?

  • 📱 Mobile-Friendly PDF – Perfect for On-the-Go Travelers
  • Zero Stress – Every detail is mapped out for you
  • 📍 Google Maps Links – Open, follow, and explore effortlessly
  • Time-Saving Routes – No wasted time, just the best experiences
  • 🍫 Foodie-Approved Spots – Eat the best pasta in Rome, seafood in Cinque Terre, and Pecorino cheese in Pienza.
  • 💰 Budget-Friendly Hacks – Save money while enjoying the best of Italy

The Beauty of Rome is One Click Away

Here are some of the spectacular memories we'll help you create

Inside the TripWise Rome Guide (Sneak Peek)

Take a look inside the guide — from the table of contents and daily highlights to city insights, clickable maps, and smart traveler tips that keep everything at your fingertips.

The Beauty of Tuscany is One Click Away

Here are some of the spectacular memories we'll help you create

Inside the TripWise Tuscany Guide (Sneak Peek)

Take a look inside the guide — from the table of contents and daily highlights to city insights, clickable maps, and smart traveler tips that keep everything at your fingertips.

The Beauty of Cinque Terre is One Click Away

Here are some of the spectacular memories we'll help you create from this unique trip

Inside the TripWise Cinque Terre Guide (Sneak Peek)

Take a look inside the guide — from the table of contents and daily highlights to city insights, clickable maps, and smart traveler tips that keep everything at your fingertips.

The Beauty of the Dolomites is One Click Away

Here are some of the spectacular memories we'll help you create

Inside the TripWise Dolomites Guide (Sneak Peek)

Take a look inside the guide — from the table of contents and daily highlights to city insights, clickable maps, and smart traveler tips that keep everything at your fingertips.

Meet Chris

I’m Chris Karun, the founder of TripWise. My family of four has explored 50+ countries and visited all Seven Wonders of the World. Before each trip, I spend countless hours researching every detail — flights, transportation, lodging, food, activities, and logistics — and it’s always been worth it. We’ve uncovered jaw-dropping sights, tasted incredible food, and made memories we’ll never forget. I get it — planning isn’t easy, especially when you’re juggling work, family, and everyday life. Whether you're traveling solo or with loved ones, finding the time and energy to get it all right can feel overwhelming.

When friends started asking for my itineraries, their trips instantly got better — smoother, more fun, and less stressful. That’s when I realized this could help more people. Every TripWise Guide is crafted from real-world experience, a love for discovery, and a passion for making travel easy and unforgettable. I created them for my family — and now, I’m sharing them with YOU.

Chris Karun, founder of TripWise, world traveler and itinerary creator

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