Castiglione della Pescaia Vacations from $646

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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.
Eurostars Florence Boutique

Eurostars Florence Boutique

4 out of 5
Historic Centre of Florence
Price was $939, price is now $646 per person
$646
per person
Jan 14 - Jan 20
found 15 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
8.6/10 Excellent! (474 reviews)
Great little hotel. Everything is within walking distance. The view from the terrace was amazing.

Reviewed on Aug 6, 2025

Villa Cora

Villa Cora

5 out of 5
Oltrarno
Save 100% on your flight
Price was $3,265, price is now $2,209 per person
$2,209
per person
Jan 3 - Jan 9
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Florence (FLR)
19.6/10 Exceptional! (467 reviews)
Nice property and staff.

Reviewed on Nov 13, 2025

Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was $1,350, price is now $916 per person
$916
per person
Jan 3 - Jan 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
15.6/10 Exceptional! (1,000 reviews)
Room was spotless and very nice English speaking staff. Very good breakfast!

Reviewed on Nov 18, 2025

Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa

4 out of 5
Price was $937, price is now $653 per person
$653
per person
Jan 14 - Jan 20
found 14 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
18.4/10 Exceptional! (175 reviews)
The property is beautifully old but be careful how much luggage you bring as there is no elevator, Only stairs. Room is nice. Bathrooms nicely updated. No complaints!

Reviewed on Sep 30, 2025

Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Price was $1,248, price is now $877 per person
$877
per person
Jan 3 - Jan 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
15.2/10 Exceptional! (1,002 reviews)
Convenient location to fast food and train station

Reviewed on Nov 7, 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

Natural Reserve Diaccia Botrona

Explore the great outdoors at Natural Reserve Diaccia Botrona, a lovely green space in Castiglione della Pescaia. Stroll along the marina or visit the spas while you're in the area.

Natural Reserve Diaccia Botrona

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

What to do in Castiglione della Pescaia

La Maliosa Farm Experience & Wine Tasting

La Maliosa Farm Experience & Wine Tasting

$52
per adult
100% of travellers recommend
La Maliosa Farm Experience & Wine Tasting
See all activities in Castiglione della Pescaia

Castiglione della Pescaia Hotel Deals

Hotel L'Approdo

Hotel L'Approdo

4 out of 5
Via Ponte Giorgini 29 Castiglione della Pescaia GR
8.2/10 Very Good! (180 reviews)
We had a very comfortable room with a balcony view of the river and sea. Helpful and friendly staff. Great location. Excellent breakfast and good hotel restaurant. Other advantages are free parking (500 metres away) and a 10 euro voucher if you opt not to have your room cleaned one day.

Reviewed on Sep 25, 2025

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Hotel L'Approdo
L'Andana

L'Andana

5 out of 5
Tenuta La Badiola Castiglione della Pescaia GR
9.4/10 Exceptional! (84 reviews)
This is such a beautiful place in every way and we always love it here. Everything is very special and it is wonderful to spend time in this tranquil setting.

Reviewed on Oct 4, 2025

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L'Andana
Girasole - Cozy, bright vacation apartment with pool, large garden near the sea

Girasole - Cozy, bright vacation apartment with pool, large garden near the sea

Castiglione della Pescaia Tuscany
9.8/10 Exceptional! (14 reviews)
È stato un soggiorno veramente bello, un luogo immerso nella natura e nella tranquillità assuluta. Nils è una persona molto discreta e disponibile, che si prende cura del suo luogo e di conseguenza degli ospiti. Avevamo proprio bisogno di questo, solo bella energia per ricomenciare la quotidianità ...

Reviewed on Aug 22, 2025

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Girasole - Cozy, bright vacation apartment with pool, large garden near the sea
See all 491 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 $646 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.