Castiglione della Pescaia Vacations from $1,001

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Your Castiglione della Pescaia Vacation

The medieval heritage, coastal scenery and family-friendly attractions are just three of the reasons why people adore this beachfront city. Discover this incredible destination in whatever way you choose with a Castiglione della Pescaia vacation package. Make your trip to Castiglione della Pescaia even more fulfilling by including some sightseeing. Golf Club Punta Ala, Port of Marina di Grosseto and Natural Reserve Diaccia Botrona are some of the leading attractions worth exploring. Your dream Castiglione della Pescaia vacation is clicks away. Explore hotels, airfares and more on Expedia for a trip that's tailored to suit your style.

The Latest Castiglione della Pescaia vacation packages

Price found within the past 48 hours. Click for updated prices.
Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Price was $1,269, price is now $1,001 per person
$1,001
per person
Jan 13 - Jan 17
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
7.4/10 Good! (1,016 reviews)

Relais Uffizi, Tailor made Hotel

Relais Uffizi, Tailor made Hotel

4 out of 5
Historic Centre of Florence
Price was $1,582, price is now $1,222 per person
$1,222
per person
Jan 14 - Jan 20
found 23 hours ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9.2/10 Wonderful! (177 reviews)
We loved the location and proximity to major attractions and great restaurants. Breakfast in the morning was delicious and in a lovely space. Our room was spacious, unfortunately it smelled like mildew. Our travel companions had the room next door which did not have the same issue. We also experienced a lot of noise in the middle of the night on two of the four nights we stayed. Overall, I would recommend this hotel, just a different hotel room in the future.

Reviewed on Nov 3, 2026

Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was $1,372, price is now $1,024 per person
$1,024
per person
Jan 13 - Jan 17
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
7.6/10 Good! (1,003 reviews)

Hotel Duomo Firenze

Hotel Duomo Firenze

3 out of 5
Historic Centre of Florence
Price was $1,846, price is now $1,387 per person
$1,387
per person
Jan 24 - Jan 28
found 1 day ago
Roundtrip non-stop flight included
Seattle (SEA) to Florence (FLR)
9.2/10 Wonderful! (1,003 reviews)
Amazing location. So cool to be literally across from the Duomo. Easy walk to so many places to shop and eat. Free sparkling and still water was great. Snacks and free gelato! Staff was the most friendly and helpful. Highly recommend this place!

Reviewed on Nov 3, 2026

Hotel Regency

Hotel Regency

5 out of 5
Historic Centre of Florence
Price was $4,017, price is now $3,144 per person
$3,144
per person
Dec 27 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.4/10 Exceptional! (469 reviews)

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Stay near popular Castiglione della Pescaia attractions

Natural Reserve Diaccia Botrona

8.8/10 (9 reviews)
Diaccia Botrona's marshlands shelter over 200 bird species, including flamingos and herons. Take a guided boat tour at sunset when wildlife activity peaks and golden light transforms the landscape.
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What to do in Castiglione della Pescaia

La Maliosa Farm Experience & Wine Tasting

La Maliosa Farm Experience & Wine Tasting

$51
per adult
100% of travellers recommend
La Maliosa Farm Experience & Wine Tasting
Porto Ercole: Full-Day Marine Park Giannutri Island Diving

Porto Ercole: Full-Day Marine Park Giannutri Island Diving

$124
per adult
Porto Ercole: Full-Day Marine Park Giannutri Island Diving
See all activities in Castiglione della Pescaia

Castiglione della Pescaia Hotel Deals

L'Andana

L'Andana

5 out of 5
Tenuta La Badiola Castiglione della Pescaia GR
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L'Andana
Riva del Sole Resort & SPA

Riva del Sole Resort & SPA

4 out of 5
Località Riva Del Sole Castiglione della Pescaia GR
9.2/10 Wonderful! (53 reviews)
"Helpful staff. Very clean rooms. Great location. Beach was lovely. Would stay again."

Reviewed on Oct 5, 2026

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Riva del Sole Resort & SPA
Camping Maremma Sans Souci

Camping Maremma Sans Souci

3 out of 5
Località Casa Mora Castiglione della Pescaia GR
8/10 Very Good! (32 reviews)
"Impressively clean and well ran campsite. Access to the beach, has its own market, restaurant, coffee bar etc. Enjoyed our two nights stay!"

Reviewed on Oct 2, 2026

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Camping Maremma Sans Souci
See all 478 properties in Castiglione della Pescaia
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.

Find the Best Castiglione della Pescaia Vacation Packages

Castiglione della Pescaia Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Population
3,900
Max Temp Winter
55ºF
Max Temp Summer
80ºF
Top Sights
Spiaggia YCPA, Parco Nazionale delle Colline Metallifere and Cantina Sociale i Vini di Maremma

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Frequently asked questions

How much does a Castiglione della Pescaia vacation package cost?
You can pick up a vacation package to this top destination from $1,001 on Expedia. However, how much your vacation to Castiglione della Pescaia costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Castiglione della Pescaia?
October, November and December are great times to search for cheap Castiglione della Pescaia vacation packages. Choosing to travel in quieter months means you'll typically find better prices on flights and hotels.
How many days is enough for Castiglione della Pescaia?
The ideal length of your Castiglione della Pescaia vacation depends on what you'd like to do and see. Usually, a handful of days to a week will give you plenty of time to check out all the major sights and discover some hidden gems along the way.
Is it worth booking a vacation package to Castiglione della Pescaia?
Castiglione della Pescaia has everything you need for a fantastic getaway — watersports, walking trails and hiking are just the start. Whether you'd like to check out sights such as Natural Reserve Diaccia Botrona and Red House of Ximenes, or venture off the beaten track, you'll have plenty to explore on your Castiglione della Pescaia vacation.
How to find the best Castiglione della Pescaia package deals?
Use Expedia's handy filters to help you find some tempting Castiglione della Pescaia package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or look for Castiglione della Pescaia package deals in the low season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book a Castiglione della Pescaia vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll typically land a better deal than booking each component separately. And you'll still get the freedom to create a personalized Castiglione della Pescaia vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Castiglione della Pescaia?
If you have your Castiglione della Pescaia vacation dates confirmed, book as early as you can to grab some outstanding deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are great for traveling on a whim.
How to plan a trip to Castiglione della Pescaia?

  1. Choose your travel dates: What you'd like to do in Castiglione della Pescaia and your favorite season will help you decide when to go.
  2. Work out your budget: Ensure you have enough money to cover everything from food and transportation to activities and flights. Your accommodations will likely be the biggest expense during your trip to Castiglione della Pescaia.
  3. Organize your Castiglione della Pescaia escape with our trip planning tool: Look for and book accommodations and activities all in one place. You can also collaborate with your group to plan an unforgettable trip to Castiglione della Pescaia together.
  4. Decide your trip length: Think about how much time you want to spend exploring Castiglione della Pescaia. Plan your itinerary so you can get to all the activities and attractions you're interested in at a comfortable pace.
  5. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to pick a Castiglione della Pescaia vacation package that brings all your bookings together.
  6. Book experiences or activities in advance: Whether it's entrance to a big attraction or a day trip, you won't have to worry about missing out on Castiglione della Pescaia's highlights. Find all the exciting things to do in Castiglione della Pescaia with our dedicated travel guide.

Does Expedia offer Book Now, Pay Later Castiglione della Pescaia vacation packages?
If you're like us, you love traveling but are not a fan of the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the overall cost of your Castiglione della Pescaia break over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up great vacation packages with payment plans as soon as you see them.

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