Castiglione della Pescaia Vacations from $955

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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 Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
Sep 10 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
7.8/10 Good! (1,001 reviews)
Everything was perfect! Thank you!!

Reviewed on Jul 20, 2025

Hotel Miceli - Civico 50

Hotel Miceli - Civico 50

3 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
Sep 1 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
8.8/10 Excellent! (185 reviews)
There was no staff on-site when we arrived, but we had been in touch with the hotel via WhatsApp all day, and they were super helpful and friendly! Entering the building was very easy, but the 3-person elevator was just a little squished. The room was as expected - the only downside was that the shower was only cold water (after running it for a few minutes) and the sink in the bathroom was only hot water! The room was warm when we entered, but we turned the air conditioning up and it was perfect by the time we arrived back for bed. All-in-all, it was a good stay overnight!

Reviewed on Jun 22, 2025

Palazzo Firenze by Baglioni Hotels & Resorts

Palazzo Firenze by Baglioni Hotels & Resorts

5 out of 5
Historic Centre of Florence
per person
Sep 10 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
9.4/10 Exceptional! (228 reviews)
I VERY MUCH ENJOYED THE STAY

Reviewed on Jul 18, 2025

Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
Sep 14 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.6/10 Good! (1,012 reviews)
This is amazing little property, ran by a great staff. You have the overlook the small size of the rooms for the value. If you are there to walk around Florence and only there to relax and shower this is your place! The staff is kind and respectful, the WiFi is good, and since we were there in the summer we were thankful for the good air conditioning.

Reviewed on Jul 21, 2025

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
Oct 7 - Oct 13
found 6 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.6/10 Exceptional! (462 reviews)
Hands down the best place we have stayed. They accommodated to go breakfasts for our tours, arranged taxis, made cappuccino when we were heading out the door. Wonderful experience

Reviewed on Jun 6, 2025

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Discover the most popular places to visit in Castiglione della Pescaia

Punta Ala Marina

Explore the waterfront in Punta Ala with a trip to Punta Ala Marina. Discover the countryside and spas in this relaxing area.

Punta Ala Marina

Vetulonia Ruins

Find out about the history of Castiglione della Pescaia when you spend time at Vetulonia Ruins. Stroll along the marina or visit the spas while you're in the area.

Vetulonia Ruins

Golf Club Punta Ala

Enjoy a round of golf in Punta Ala at Golf Club Punta Ala. Stroll along the marina or discover the area's countryside.

Golf Club Punta Ala

What to do in Castiglione della Pescaia

Rocca di Frassinello Winery: Tour & Wine Tasting in Tuscany

Rocca di Frassinello Winery: Tour & Wine Tasting in Tuscany

$41
per adult
Rocca di Frassinello Winery: Tour & Wine Tasting in Tuscany
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
$516 nightly
The price is $579 total per night from Jul 27 to Jul 28
$579 total
Jul 27 - Jul 28
Total includes taxes and fees
9.4/10 Exceptional! (77 reviews)
"What an amazing place I hope to get back here next year again everybody was super nice. Property was super nice. It is quite relaxing. Great food apparently a great wine as well but I don’t drink. I highly recommend anybody to go."

Reviewed on Jul 5, 2025

L'Andana
Hotel L'Approdo

Hotel L'Approdo

4 out of 5
Via Ponte Giorgini 29, Castiglione della Pescaia, GR
$181 nightly
The price is $205 total per night from Jul 27 to Jul 28
$205 total
Jul 27 - Jul 28
Total includes taxes and fees
8.2/10 Very Good! (172 reviews)
"Great view of water and nice surprise to have beach towels and sandals."

Reviewed on Jun 14, 2025

Hotel L'Approdo
PuntAla Camp & Resort

PuntAla Camp & Resort

4 out of 5
Punta Ala, Castiglione della Pescaia, GR
Fully refundable
$264 nightly
The price is $293 total per night from Aug 5 to Aug 6
$293 total
Aug 5 - Aug 6
Total includes taxes and fees
8.4/10 Very Good! (52 reviews)
3-night caravan break in August 2019
"The caravan was cosy but functional, especially with the eating area outside. The air conditioning was really appreciated for sleeping, and the windows had mosquito nets on. We took our own mosquito net and used it outside, around the table, to avoid being bitten in the evenings. Camp site services ..."

Reviewed on Sep 3, 2019

PuntAla Camp & Resort
See all 525 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 $955 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.