A stone building with a window, purple wisteria vines, and potted plants.
Photo by Earl Baron
Open Photo by Earl Baron

Sassicaia Wine Area Holiday Packages

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The Latest Sassicaia Wine Area Holiday Packages

Price found within the past 48 hours. Click for updated prices.
  • 14 Oct - 18 Oct

    The Poet Hotel + Flight

    La Spezia Historic Centre
    4 nights
    4.0 star property
    9.2/10 - Wonderful (1,000 reviews)
    "We had a very pleasant stay at this hotel. The staff were incredibly friendly, welcoming, and always ready to help with anything we needed. They made us feel comfortable throughout our stay. The hotel itself was great, and we truly enjoyed our time here. If we are ever back in this area, we will definitely choose this hotel again. Highly recommended!"
    Reviewed July 27, 2026
    Return London (LON) - Pisa (PSA)
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    £451
    £321
    per traveller
    found 1 day ago
    The Poet Hotel
  • 14 Sept - 17 Sept

    Il Leccio Luxury Resort + Flight

    Santa Margherita Ligure
    3 nights
    5.0 star property
    8.8/10 - Excellent (12 reviews)
    "Great location, rooms, pool and food"
    Reviewed August 31, 2025
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    £1,441
    £848
    per traveller
    found 1 day ago
    Il Leccio Luxury Resort
  • 17 Sept - 22 Sept

    Giovanni Rooms Manarola + Flight

    Riomaggiore
    5 nights
    1.0 star property
    8.0/10 - Very good (87 reviews)
    "Property was as describe, view was perfect, easy to find. Very clean AC wasn’t the best, however, we visited from the US so our AC is very cold. We never saw the owners, they left check-in instructions. They were semi- responsive già whatsapp. Bed is a very firm mattess. "
    Reviewed September 24, 2025
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    £767
    £517
    per traveller
    found 1 day ago
    Giovanni Rooms Manarola
  • 14 Sept - 17 Sept

    Rosabianca Boutique Hotel + Flight

    Rapallo
    3 nights
    4.0 star property
    9.2/10 - Wonderful (100 reviews)
    "Rosabianca is truly an amazing place. The staff is outstanding, and the way they treated us was incredible, paying attention to every detail during both check-in and check-out. The team is professional, well-educated, and genuinely kind. The views are beautiful, and the food is excellent. I will definitely visit Rosabianca many more times. "
    Reviewed January 12, 2026
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    £531
    £376
    per traveller
    found 1 day ago
    Rosabianca Boutique Hotel
  • 5 Oct - 11 Oct

    Hotel Tigullio et de Milan + Flight

    Santa Margherita Ligure
    6 nights
    3.0 star property
    8.8/10 - Excellent (385 reviews)
    "Rooms are small, but clean and well organized. The staff is kind and efficient. Breakfast is excellent, good quality and plenty. The neighborhood is very nice and relatively peaceful."
    Reviewed July 10, 2026
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    £728
    £524
    per traveller
    found 1 hour ago
    Hotel Tigullio et de Milan

Discover the most popular places to visit in Sassicaia Wine Area

Sassicaia Wine Area Hotel Deals

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently Asked Questions

Why should I book my Sassicaia Wine Area holiday with Expedia?

Choose Expedia to organise your next adventure simply and all in the same place. Our insider tip for getting a great deal on a Sassicaia Wine Area getaway? Bundle your flights, hotel and/or car hire into a package holiday. Then add a few fun tours and activities. Many bookings also include flexible cancellation policies, so there's no need to panic if you have to switch up your travel agenda. Round-the-clock assistance with cancelling and amending your trip is on-hand via our Customer Service Portal link.

When is the best time of year to holiday in Sassicaia Wine Area?

Sassicaia Wine Area is at its busiest in July, August and September. If you want a more laid-back holiday, head there in October, November and December. With average daytime temperatures of 9ºC, January is the coolest month in Sassicaia Wine Area. The warmest month is August, when you can expect average temperatures of 25ºC throughout the day. Whatever the temperature, you'll find a whole lot to keep you busy here.

What are the top hotels for my holiday in Sassicaia Wine Area?

Hotel Tornese – Tuscan Lifestyle and Hotel Gran Duca know how to make their guests feel at home in Castagneto Carducci. If you also plan to stay in Sassetta, take a look at Hotel Centrale and Hotel Gennarino. Both are popular with travellers.

How do I get a cheap holiday to Sassicaia Wine Area?

Book everything in the one place with our Sassicaia Wine Area holidays. You'll discover deals on hotels, flights and more that'll keep your credit card happy and your adventurous spirit alive. And, with more than 400 partner airlines and 321,000 properties across the globe to select from, you'll have the flexibility to mix and match as you please. Learn more about how you can save money on your holiday when you combine your hotel and flight bookings with Expedia.

What should I do on my Sassicaia Wine Area holiday?

There are so many things to put on your itinerary during your holiday in Sassicaia Wine Area. Cavallino Matto, Fort of Marina di Bibbona, Ornellaia Winery and Terme di Sassetta are among the must-see attractions.

Do I need a visa for my Sassicaia Wine Area holiday?

Official government websites have all the information you need on visa requirements, application procedures and any necessary documentation. Your nationality and purpose for visiting, whether it be for tourism or work, will determine if you'll need a visa for Sassicaia Wine Area. Also be sure that your passport is up to date and has a minimum of six months validity remaining after the date of your return. Finalise all your travel planning well ahead of time to avoid any last-minute surprises.

What should I wear on my Sassicaia Wine Area holiday?

Do some research into the types of things people in Sassicaia Wine Area wear, and maybe even browse social media fashion pages for inspiration. Aim to create a versatile wardrobe with pieces that suit your destination and show off your unique style. In Sassicaia Wine Area, average daytime temperatures reach 25ºC during August, making it the warmest month. January is the coolest time of year here, with the mercury averaging 9ºC during the day. Plan your trip with confidence by checking the forecast for each place on your itinerary.

What does an Expedia Sassicaia Wine Area holiday include?

It depends on what kind of getaway you're planning. Sassicaia Wine Area travel deals can include flights, hotels and car hires. You can mix and match to create the bundle that suits your needs. You can also add on activities and experiences after you've booked to score even bigger discounts. Explore all sorts of styles on Expedia and discover the perfect one for you and your crew. From the most sought-after property types, like apartments and private holiday homes, to everything in between, you'll find plenty of holiday retreats in Sassicaia Wine Area to pick from so you can personalise your stay just the way you like it.

Does Expedia offer Book Now, Pay Later Sassicaia Wine Area holidays?

We do. Expedia has joined forces with online lender Klarna to help you easily pay for your trip in manageable instalments. Simply select the payment plan best suited to your needs during the checkout process and take the stress out of budgeting for your trip. Don't forget to bundle your accommodation, flights and activities with Expedia to get the biggest bang for your holiday buck. Check out our flexible payment options below:

  • Pay monthly holidays: If paying small amounts each month sounds right for you, Klarna can help. Paying in multiple instalments will make your holiday dreams come true.
  • No-deposit holidays: If no upfront fee for your trip makes hitting that "book now" button easier, go for a no-deposit holiday plan from Klarna so you can Book Now, Pay Later!

Can I choose my airline with a Sassicaia Wine Area Expedia holiday?

Yes — and it's easy too. Expedia has access to more than 400 partner airlines throughout the world. Our packages give you the freedom to take your pick of available flight, hotel or activity options that fit your needs.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.