Castiglione della Pescaia Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

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.

Top Castiglione della Pescaia Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Villa Liana

Hotel Villa Liana

Historic Centre of Florence
CA $1,524
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Florence (FLR)
8.8/10 Excellent! (360 reviews)
clean, spacious, well-stocked with toiletries and breakfast items too. walkable distance to all iconic sites. Grace, the breakfast host, did an incredible job, very welcoming & served with options for hot coffee drinks. All together, wonderful, memorable stay!!

Reviewed on May 23, 2026

The Rif - Boutique Hotel

The Rif - Boutique Hotel

Pisa City Centre
CA $2,285
per person
Oct 7 - Oct 12
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
8.8/10 Excellent! (70 reviews)
Eden Rock Resort

Eden Rock Resort

CA $1,683
per person
Oct 8 - Oct 12
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
9.8/10 Exceptional! (109 reviews)
This was a beautiful property about 10 mins away from Florence. You get the beauty of Tuscany without having to go too far. The hotel only has 12 rooms and everyone knows you by name. We traveled with 2 kids and the rooms were very spacious. Staff are wonderful, Onsite restaurant was great. Views were breathtaking. We didn't have a car, and the hotel was able to help us with cabs easily. Service was excellent and we would highly recommend this hotel!

Reviewed on Jul 18, 2026

Giovanni Rooms Manarola

Giovanni Rooms Manarola

CA $1,594
per person
Oct 6 - Oct 12
found 20 hours ago
Roundtrip flight included
Toronto (YYZ) to Pisa (PSA)
8/10 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 on Sep 24, 2025

Grand Hotel Cavour

Grand Hotel Cavour

Historic Centre of Florence
CA $4,039
per person
Sep 26 - Sep 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Florence (FLR)
9.2/10 Wonderful! (1,001 reviews)
Staff were very welcoming and helpful from check in to departure. We had the basic room which was very nice indeed, a decent size and nicely furnished. Rooftop bar reasonable value for a cocktail surrounded by the sights of Florence. Very central location. Aircon very good and controllable. Highly recommended.

Reviewed on Aug 19, 2026

Ready to book your vacation to Castiglione della Pescaia?

Choose your dates

Castiglione della Pescaia Hotel Deals

Riva del Sole Resort & SPA

Riva del Sole Resort & SPA

Località Riva Del Sole Castiglione della Pescaia GR
CA $400
CA $448 total
Sep 20 - Sep 21
includes taxes & fees
9.2/10 Wonderful! (51 reviews)
"Wonderful staff, beautiful facility and pristine Beach. Hope to come back."

Reviewed on Jun 24, 2026

Riva del Sole Resort & SPA
PuntAla Camp & Resort

PuntAla Camp & Resort

Punta Ala Castiglione della Pescaia GR
Fully refundableReserve now, pay when you stay
CA $114
CA $129 total
Sep 22 - Sep 23
includes taxes & fees
8.6/10 Excellent! (62 reviews)
"Lovely camping, very safe and clean! Calm if you choose to be, or active if you choose to be…. Activities organized for young and old… nice beach, sun beds for rent, or your own towel…. Easy to rent water equipment, reasonable prices in restaurants, good choice of cuisine, delicious and satisfying ..."

Reviewed on Jul 17, 2026

PuntAla Camp & Resort
L'Andana

L'Andana

Tenuta La Badiola Castiglione della Pescaia GR
CA $728
CA $817 total
Sep 1 - Sep 2
includes taxes & fees
9.4/10 Exceptional! (93 reviews)
"What a great experience, the hotel was excellent all the way around"

Reviewed on Aug 17, 2026

L'Andana
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.

Stay near popular Castiglione della Pescaia attractions

Punta Ala Marina

8.8/10 (34 reviews)
Explore the waterfront in Punta Ala with a trip to Punta Ala Marina. Discover the countryside and spas in this relaxing area.
See properties

Golf Club Punta Ala

9.0/10 (17 reviews)
Enjoy a round of golf in Punta Ala at Golf Club Punta Ala. Stroll along the marina or discover the area's countryside.
See properties

Vetulonia Ruins

8.0/10 (7 reviews)
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.
See properties

Natural Reserve Diaccia Botrona

8.8/10 (9 reviews)
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.
See properties

Spiaggia YCPA

10.0/10 (1 review)
Why not spend a lazy afternoon at Spiaggia YCPA during your trip to Punta Ala? Wander the marina and beaches while you're in the area.
See properties

Red House of Ximenes

8.0/10 (3 reviews)
You can learn about the history of Castiglione della Pescaia with a visit to Red House of Ximenes. Stroll along the marina or visit the spas while you're in the area.
See properties

Isidoro Falchi Civic Archeological Museum

8.6/10 (4 reviews)
You can spend time exploring the galleries in Isidoro Falchi Civic Archeological Museum during your trip to Vetulonia. Amble around the area's marina or visit its spas.
See properties

beach near Punta Ala

Why not spend a lazy afternoon at beach near Punta Ala during your trip to Castiglione della Pescaia? Amble around the area's marina or visit its spas.
See properties

What to do in Castiglione della Pescaia

La Maliosa Farm Experience & Wine Tasting

La Maliosa Summer Farm Experience & Wine Tasting

CA $72
per adult
100% of travellers recommend
La Maliosa Summer Farm Experience & Wine Tasting
Porto Santo Stefano: Giglio & Giannutri Mini Cruise and Meal

Porto Santo Stefano: Giglio & Giannutri Mini Cruise and Meal

CA $177
per adult
Porto Santo Stefano: Giglio & Giannutri Mini Cruise and Meal
Porto Ercole: Full-Day Marine Park Giannutri Island Diving

Porto Ercole: Full-Day Marine Park Giannutri Island Diving

CA $177
per adult
Porto Ercole: Full-Day Marine Park Giannutri Island Diving
See all activities in Castiglione della Pescaia

Frequently asked questions

How much does a Castiglione della Pescaia vacation package cost?
Offering great value package deals from CA $1,524 on Expedia, you'll be pleasantly surprised at how much a vacation to Castiglione della Pescaia costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Castiglione della Pescaia?
The off-season is the best time to visit Castiglione della Pescaia if you're trying to save. Another tip for getting cheap Castiglione della Pescaia vacation packages? Avoid visiting during public holidays and any major festivals.
How many days is enough for Castiglione della Pescaia?
Typically, a handful of days is enough to visit the main sights during your Castiglione della Pescaia vacation. However, if you'd like to have time to rest or go on day tours, consider extending your itinerary.
Is it worth booking a vacation package to Castiglione della Pescaia?
Whether you're looking to visit key attractions such as Natural Reserve Diaccia Botrona and Red House of Ximenes on your Castiglione della Pescaia vacation, or coming for its excellent cycling, walking trails and views, there's something for everyone here. With so much to see and do, you'll soon find out why so many families think Castiglione della Pescaia is a good vacation destination.
How to find the best Castiglione della Pescaia package deals?
Bagging a cheap Castiglione della Pescaia package deal is a breeze with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget, apply some filters and see what's available. You can customize your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to view the most pocket-friendly Castiglione della Pescaia package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Castiglione della Pescaia vacation as a package?
You can enjoy significant savings on your next Castiglione della Pescaia break by booking a tailored vacation package. Check the "Package" heading, then enter your travel dates and destination to view the best hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Castiglione della Pescaia?
If you're planning a spontaneous Castiglione della Pescaia getaway, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can land sensational deals on your hotels and flights by booking well in advance.
How to plan a trip to Castiglione della Pescaia?
  1. Pick your dates: The things you plan to do in Castiglione della Pescaia and your favourite season can help you decide when to get away.
  2. Figure out your budget: Ensure you have enough money to pay for everything from transportation and food to flights and activities. Your accommodations will probably be the biggest expense during your trip to Castiglione della Pescaia.
  3. Decide how long to go away for: Now that you're more familiar with Castiglione della Pescaia, you can figure out the right length of your vacation. Create a draft plan and allocate enough time to cover everything you want to see.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a tailored Castiglione della Pescaia vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.