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Experience Overview
Italy’s greatest hits — and its best-kept secrets. This 13-day land-and-sea adventure pairs the rolling vineyards of Tuscany with the sparkling drama of the Amalfi Coast. Wander through medieval towns and valley trails, snap that classic Pisa shot, and explore the cliffside villages of Cinque Terre. Then swap cobblestones for open water as you sail to hidden beaches, volcanic islands, and colourful coastal gems. From the elegance of Capri to the pastel perfection of Positano — and maybe even a side trip to Ravello — you’ll experience Italy’s iconic sights and secret corners in one unforgettable trip.
Highlights
- Take a guided walking tour through the art-filled streets of Florence
- Hike the dramatic coastal trails of Cinque Terre
- Snap a photo with the iconic leaning tower of Pisa
- Spend two nights soaking up the beauty of the Tuscan countryside
- Explore the cliffside charm of Capri and Positano
- Sail the turquoise waters of the Tyrrhenian Sea past volcanic coastlines
Trip Details
Product Code: 40192
Tour Type: Small Group
Accommodation: Budget
Transport: Private vehicle, train, walking, 16m (54 ft) sailing yacht.
Guide Language: English
Travel Styles: Classic, Budget
Tour Operator: G Adventures
Supplier Code: EIFY
Starts: Florence, Italy
Finishes: Naples, Italy
Duration: 13 days
Departures: Guaranteed
Physical Rating: Average
Includes
Activities
- Your Welcome Moment: Meet Your CEO and Group
- Guided walking tour of Florence
- Visit to Cinque Terre National Park
- Lucca Guided Walking Tour
- Wine tasting at agriturismo
- Free time in Cinque Terre and in the Chianti Region
- Sunset in Ischia
- Blue Cave Visit
- Swimming stops along the sailing route
- Cooking class in Sorrento
- Free time to explore in Procida, Ischia, Capri, Positano, Amalfi, & Sorrento
- All transport between destinations and to/from included activities
Accommodation
- Hotels (6 nts), 2 twin/double bed cabins, 2 cabins with bunks, 2 single cabins, 4 bathrooms (6 nts).
- 6 breakfasts, 3 dinners
Transport
- Private vehicle, train, walking, 16m (54 ft) sailing yacht.
Group Leader
- CEO (Chief Experience Officer) throughout, local guides, & Skipper/CEO (Chief Experience Officer) for boat portion.
Price
Price per person: (Double Occupancy) CAD $5879 ($452 /day)
Itinerary
Day 1: Florence
Arrive in Florence at any time. Meet your CEO and fellow travellers in the evening at a welcome meeting.
Exclusive inclusions: Activity - Your opportunity to meet your CEO and fellow travellers, and learn more about your tour. Opt to join the group for a local meal afterwards. Don't forget to see the notice in the lobby (or ask reception) for the official time and place to meet up with the group.Accommodation - B&B Hotel Firenze City Center
Day 2: Florence to Cinque Terre
Start the day off with a walking tour of Florence seeing all of the famous sites like the Centro Storico, Giotto's bell tower, the Palazzo Vecchio and The Uffizi. It's onwards to the Cinque Terre region. On the way the group will stop in Lucca for a guided walk through this medieval town.
Meals included: Breakfast
Exclusive inclusions: Activity - Head out for a walk through the heart of Florence with a local guide.Transport - Settle in and scan the scenery from the convenience of a private vehicle.Activity - Discover medieval Lucca on foot with a guided walking tour. Stroll atop the 17th-century city wall, still fully intact! Visit the 12th-century Duomo of San Martino. Pass by the Guinigi Tower and see Puccini’s birthplace.Transport - Settle in and scan the scenery from the convenience of a private vehicle.Accommodation - Hotel Genova
Day 3: Cinque Terre
Enjoy breakfast before taking a short train ride to the village of Monterosso, the starting point for today's activities. From here, you may opt to take a scenic hike along the breathtaking coastal trails of Cinque Terre. Enjoy the free day to explore at your own pace. You might sign up for a hands-on food-making class, book a relaxing boat trip, or wander along other coastal and inland paths that showcase one of the most beautiful stretches of coastline in all of Italy.
Spend the morning discovering the five iconic towns of the UNESCO World Heritage Site of Cinque Terre:Corniglia, Manarola, Monterosso al Mare, Riomaggiore, and Vernazza.
If you choose not to participate in the optional hike, your Cinque Terre National Park pass will still be available, allowing you to explore all five towns independently by train and on foot.
Meals included: Breakfast
Exclusive inclusions: Free_time - Spend the day in your own paradise. Stroll the beaches, walk along the coastal paths, find a delicious restaurant overlooking the water. Or if you'e feeling more adventurous find a boat tour or go kayaking in the sea. No matter what the medieval fortresses and buildings covered with vines and vibrant colours will make this day memorable.Activity - The hike from Monterosso to Vernazza winds through olive orchards and vineyards and is rocky in places, but offers superb views of the bay.
Moderate
Elevation Gain: 200mActivity - Use the included Cinque Terre National Park pass and unlimited train ticket to explore this stunning stretch of coastline by train. Travel easily between the five villages, taking in breathtaking views, colorful cliffside towns, and the sparkling Ligurian Sea along the way.Accommodation - Hotel Genova
Day 4: Cinque Terre
A full free day to enjoy the marvels of Cinque Terre. Opt to visit the town of Portovenere or join a pesto-making demonstration in Manarola. You could also spend some time shopping, wine tasting, cafe-hopping, and beach walking if you're craving more relaxing vibes. Kayaking, boat tours, and hiking are always available.
Meals included: Breakfast
Exclusive inclusions: Free_time - Spend the day walking, shopping, beach lounging, or traveling to Portovenere, the "sixth" town in Cinque Terre.Accommodation - Hotel Genova
Day 5: Cinque Terre to Chianti Region
After breakfast, travel to North Chianti region. En route the group will stop in Pisa briefly to see the Leaning Tower of Pisa. After, continue driving through the stunning Tuscan area and enjoy an included dinner tonight with the group in North Chianti.
Meals included: Breakfast,Dinner
Exclusive inclusions: Transport - Settle in and scan the scenery from the convenience of a private vehicle.Transport - Settle in and scan the scenery from the convenience of a private vehicle.Activity - Wander the area and take photos to your heart's content. Opt to enter the Pisa Cathedral, or enjoy lunch at a nearby restaurant.Accommodation - Villa Pitiana
Day 6: Chianti Region
Wake up in the beautiful Tuscan countryside. In the morning, hike the stunning trails around Villa Pitiana and immerse yourself in the beauty of the region. In the afternoon enjoy an included wine tasting and delicious dinner with the group.
Meals included: Breakfast,Dinner
Exclusive inclusions: Activity - Explore the enchanting landscapes of Tuscany on a picturesque hike that begins from your accommodation. Enjoy the serene vistas as you walk through lush olive tree plantations. Terrain: gentle slopes, smooth asphalted roads, and well-maintained pathways.
Elevation gain: 197mFree_time - Explore the area on your own during a free day. Enjoy the Tuscan hillside villages and find a cozy cafe to grab a bite to eat or opt for a bike tour around town.Activity - Enjoy a wine tasting at the agriturismo. Learn about the local grape varieties, wine making process, and have a sample (or two).Accommodation - Villa Pitiana
Day 7: Chianti region to Naples via Florence
Travel to Naples by private vehicle, then transferring to a train in Florence along the way. Board the boat in the late afternoon and begin your sailing journey to Procida.
Meals included: Breakfast,Dinner
Exclusive inclusions: Transport - Settle in and scan the scenery from the convenience of a private vehicle.Transport - Climb aboard, take a seat, and enjoy the ride.Transport - Get into the thick of things swiftly aboard one of our sharp-looking yachts.
Day 8: Procida/Ischia
On the beginning of this sea voyage, you will explore Ischia, a volcanic island known for its healing thermal springs and beaches. From lush nature to a historic medieval castle, there's much to enjoy. The boat will anchor and the group will have time to explore. Sunset will be seen from the castle before dinner at a local restaurant.
Your 16m (54 ft) nimble yacht is the perfect platform to explore the gorgeous Amalfi Coast. Flexibility is key to adapt to local weather conditions, and the skipper will modify the itinerary to our advantage while sailing.
Exclusive inclusions: Free_time - Spend some time on your own in Ischia.Transport - Get into the thick of things swiftly aboard one of our sharp-looking yachts.
Day 9: Ischia/Capri
Sail to Capri, famous for its dramatic natural scenery. Explore Capri on your own and opt to join the group for a sunset drink before dinner at a local restaurant. The boat will moor or anchor around Capri for the night.
Exclusive inclusions: Free_time - Enjoy free time in Capri.Transport - Get into the thick of things swiftly aboard one of our sharp-looking yachts.
Day 10: Capri/Positano
Enjoy a possible swimming stop today at one of the many beautiful options in the area before continuing on to Positano and its postcard-worthy cliffside setting full of colourful buildings appearing to cascade down to the sea. Anchor in the marina and take advantage of free time to explore the town before sunset and dinner at a local restaurant with the group. Choose to experience the nightlife or head back to the boat for a quieter evening.
Exclusive inclusions: Transport - Get into the thick of things swiftly aboard one of our sharp-looking yachts.Free_time - There will be free time to explore Positano on your own.
Day 11: Positano/Amalfi
Sail to the stunning town of Amalfi, considered the most historic town on the Amalfi Coast itself and home to the impressive 11th-century Cathedral of Saint Andrew. Enjoy time to walk around the town on your own or opt to visit Ravello perched on the hilltop with its villas and gardens. Dinner will be had while in Amalfi and the boat will anchor in the harbour.
Exclusive inclusions: Transport - Get into the thick of things swiftly aboard one of our sharp-looking yachts.Free_time - Take advantage of free time and explore Amalfi.
Day 12: Amalfi/Sorrento
Travel to Sorrento with a possible swim stop in a beautiful spot along the way. Take time to explore the town and choose to visit the lemon groves or book a cooking class. Enjoy sunset and limoncello this evening and a delicious dinner together as a group.
Exclusive inclusions: Free_time - Enjoy free time and get to know Sorrento.Transport - Get into the thick of things swiftly aboard one of our sharp-looking yachts.
Day 13: Sorrento/Naples
Enjoy breakfast onboard as the group sails back to Naples from Sorrento, where your tour will end upon arrival.
If you would like extra time in Naples after the sailing journey is finished, we recommend booking extra time.
Exclusive inclusions: Transport - Sail from Sorrento to Naples this morning aboard your sailing vessel.Activity - Not ready to leave? Your CEO can help with travel arrangements to extend your adventure.
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Tour Operator
G Adventures
G Adventures, founded in 1990 by Bruce Poon Tip, is a global adventure travel company specializing in small-group tours that emphasize authentic, sustainable, and culturally immersive experiences. Originally launched as GAP Adventures (“Great Adventure People”), the company pioneered the concept of community-driven travel by offering affordable trips that connect travelers with local communities while minimizing environmental impact. Today, G Adventures operates in more than 100 countries, offering a wide range of itineraries across themes such as active adventures, wildlife, wellness, family, and National Geographic–partnered tours, while maintaining a strong commitment to responsible tourism and social enterprise through its Planeterra Foundation.
In Business Since 1990
