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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.
All of the highlights, culture, access, and I-can’t-believe-we-did-that moments, all at a great price.
Comfortable tourist-class accommodations with character; mix of public and private transport.
Some tours may include light hiking, biking, rafting, or kayaking in addition to walking.
Group trips average 12 travellers per departure, depending on the adventure. The maximum is usually no more than 16, but some can be smaller or bigger, depending on the trip. Check individual trips for details.
All travellers under age 18 must be accompanied by an adult.
Before booking, use our handy entry requirements tool so you know which documents you need to enter and travel through the countries on your trip.
DAY 1
Arrive in Florence at any time. Meet your CEO and fellow travellers in the evening at a welcome meeting.
Welcome Moment - Meet Your CEO and Group:
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.
B&B Hotel Firenze City Center:
B&B Hotel Firenze City Center

DAY 1
Arrive in Florence at any time. Meet your CEO and fellow travellers in the evening at a welcome meeting.
Welcome Moment - Meet Your CEO and Group:
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.
B&B Hotel Firenze City Center:
B&B Hotel Firenze City Center

| Start | Ending | Availability | Prices from | |
|---|---|---|---|---|
| Sun, May 03 2026 | Fri, May 15 2026 | Sold Out | $4,049.1 USD (price includes taxes and fees) | |
| Sun, May 10 2026 | Fri, May 22 2026 | Sold Out | $4,049.1 USD (price includes taxes and fees) | |
| Sun, May 17 2026 | Fri, May 29 2026 | Sold Out | $4,049.1 USD (price includes taxes and fees) | |
| Sun, May 24 2026 | Fri, Jun 05 2026 | Open (6) | $4,049.1 USD (price includes taxes and fees) | |
| Sun, Jun 14 2026 | Fri, Jun 26 2026 | Open (6) | $4,184.1 USD (price includes taxes and fees) | |
| Sun, Jun 21 2026 | Fri, Jul 03 2026 | Sold Out | $4,184.1 USD (price includes taxes and fees) | |
| Sun, Jun 28 2026 | Fri, Jul 10 2026 | Open (8) | $4,184.1 USD (price includes taxes and fees) | |
| Sun, Jul 12 2026 | Fri, Jul 24 2026 | Open (10) | $4,049.1 USD (price includes taxes and fees) |

















Your Welcome Moment: 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.
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
The information in this trip details document has been compiled with care and is provided in good faith. However it is subject to change, and does not form part of the contract between the client and the operator. The itinerary featured is correct at time of printing. It may differ slightly to the one in the brochure. Occasionally our itineraries change as we make improvements that stem from past travellers, comments and our own research. Sometimes it can be a small change like adding an extra meal along the itinerary. Sometimes the change may result in us altering the tour for the coming year. Ultimately, our goal is to provide you with the most rewarding experience. Please note that our brochure is usually released in November each year. If you have booked from the previous brochure you may find there have been some changes to the itinerary.
VERY IMPORTANT: Please ensure that you view a final copy of your Trip Details a couple of days prior to travel, in case there have been changes that affect your plans.
While it is our intention to adhere to the route described below, there is a certain amount of flexibility built into the itinerary and on occasion it may be necessary, or desirable to make alterations. The itinerary is brief, as we never know exactly where our journey will take us. Due to our style of travel and the regions we visit, travel can be unpredictable. The Trip Details document is a general guide to the tour and region and any mention of specific destinations or wildlife is by no means a guarantee that they will be visited or encountered. Aboard expedition trips visits to research stations depend on final permission.
Additionally, any travel times listed are approximations only and subject to vary due to local circumstances.
1. ACCOMMODATION NOTE:
Please be aware that properties we stay in with only two stories may not have elevators installed and climbing the stairs with your luggage will be necessary.
2. OPTIONAL ACTIVITIES NOTE:
During high season in Europe (May-October) we highly recommend booking reservations for any popular optional activities/museum tickets etc. in advance to avoid encountering sold-out activities on the ground while on tour.
3. Space is limited on the boat and especially in your cabin. You can only take soft sided luggage on board, such as a mid-sized backpack or soft duffel bag. (Less than is 15kgs). Suitcases are not appropriate for our Sailing adventures as they are not flexible enough to fit into the niches available for luggage.
4. Fresh water is very limited on board, and as such we ask for your understanding that showers are limited to one quick shower per person a day.
5. It’s important to note that the beds in the cabins are not the usual length of a standard bed. The length is approximately 1.8 meters (6 feet).
6. Electrical outlets on board are European style with 2 pins (240V), and are only operational while in port. It is highly recommended to bring an external battery pack for charging personal electronics.
5. This is a self-catering trip, and everybody will be expected to participate, cleaning up after themselves, and keeping the boat ship shape at all times (including washing the dishes, and emptying the bins when ashore), for safety and hygiene.
7. Physical Rating:
- You should be able to climb up small steep ladders, and walk over a wooden plank (without a handrail) when boarding/disembarking the vessel, and be physically able to carry your luggage.
- You will often be climbing in and out of the yachts inflatable tenders daily, which can include, beach landing spots and boarding/disembarking the tender from the yacht in sometimes challenging conditions.
- Moving around the yacht while under sail can be challenging as it moves in the waves or heels over to its side. You should be physically able, and comfortable, to move about in such conditions.
8. If you don’t have an EU Drivers Licence, make sure to get an International Licence to be able to rent a vehicle on the islands.
9. Twin cabins will have a double bed on the bottom bunk and a single bed on the top bunk. The Twin cabins has a shared bathroom, and will be shared with the Skipper CEO/Captain.
10. It is recommended that any condition that could affect your movement, balance, or awareness be discussed with your doctor beforehand, and disclosed to the Skipper CEO/Captain for safety.
11. Pre-Trip Contact (G App)
For an enhanced sailing experience, we highly recommend downloading the G Adventures App. This essential tool provides your joining instructions and allows you to connect with your Skipper CEO two days prior to your departure date. Your Skipper CEO will also reach out through the G app chat section with any updates and information required. Stay informed and prepared by accessing all necessary trip details through the app. Ensure a seamless and stress-free start to your adventure by downloading the G Adventures App today!