Castiglione della Pescaia Vacation Packages 2026 from $1,149

Castiglione della Pescaia flight + hotel vacation packages

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

Hotel La Scaletta Al Ponte Vecchio

Historic Centre of Florence

$1,149

per person

Aug 20 - Aug 26

found 23 hours ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Florence (FLR)

This hotel features a restaurant, a rooftop terrace, and a bar/lounge. WiFi in public areas is free. A coffee shop, a terrace, and dry cleaning are also on offer.

Bernini Palace

Historic Centre of Florence

$1,576

per person

Jul 27 - Aug 1

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Florence (FLR)

This hotel features a restaurant, a rooftop terrace, and a bar/lounge. Families will appreciate the onsite laundry facilities and babysitting. Guests will appreciate free perks like buffet breakfast and WiFi in public areas.

Borgo Scopeto Wine & Country Relais

Save 100% on your flight

$1,763

per person

Aug 13 - Aug 18

found 1 day ago

Roundtrip non-stop flight included

Chicago (CHI) to Florence (FLR)

A full-service spa, 2 restaurants, and 2 outdoor pools are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and in-room childcare. Enjoy the 2 outdoor tennis courts and free perks like buffet breakfast and free self parking.

Aurum Uffizi

Historic Centre of Florence

$1,161

per person

Sep 4 - Sep 8

found 1 day ago

Roundtrip non-stop flight included

Chicago (CHI) to Florence (FLR)

Free WiFi in public areas, a terrace, and a garden are available at this hotel. Enjoy the free buffet breakfast each morning. A snack bar/deli and a safe deposit box are also provided.

Hotel degli Orafi

Historic Centre of Florence

$1,349

per person

Aug 20 - Aug 26

found 23 hours ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Florence (FLR)

This hotel features a rooftop terrace and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A terrace, a garden, and a snack bar/deli are also on offer.

Top Castiglione della Pescaia hotels deals

Hotel L'Approdo

Via Ponte Giorgini 29 Castiglione della Pescaia GR

Free Cancellation

Reserve now, pay when you stay

$123 nightly

$140 total

Jun 14 - Jun 15

Total with taxes and fees

A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the free WiFi in public areas and onsite conference space. Enjoy the free buffet breakfast each morning.

Breakfast included

Pet friendly

Riva del Sole Resort & SPA

Località Riva Del Sole Castiglione della Pescaia GR

$354 nightly

$395 total

Jun 12 - Jun 13

Total with taxes and fees

A private beach, 2 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and WiFi in public areas.

On private beach

Pool

L'Andana

Tenuta La Badiola Castiglione della Pescaia GR

$457 nightly

$515 total

Jun 29 - Jun 30

Total with taxes and fees

This luxury hotel features an attached winery, a full-service spa, and 2 restaurants. There's fun for all ages with a free kid's club and mini golf, and complimentary bicycles are available on site. Enjoy the 2 outdoor pools and free perks like buffet breakfast and free self parking.

Pool

Hot Tub

PuntAla Camp & Resort

Punta Ala Castiglione della Pescaia GR

$163 nightly

$181 total

Jun 16 - Jun 17

Total with taxes and fees

A private beach, 2 restaurants, and 2 outdoor tennis courts are all featured at this campground. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Bring the family and enjoy the free kid's club, playground, and arcade/game room.

Kitchen

Parking included

Cala del Porto Punta Ala

Via Cala del Pozzo Castiglione della Pescaia GR

$412 nightly

$465 total

Jun 15 - Jun 16

Total with taxes and fees

This hotel features 2 bars/lounges and a seasonal outdoor pool. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and free valet parking. Enjoy a meal from the restaurant and perks like free buffet breakfast and free self parking.

Pool

Breakfast included

Gallia Palace Hotel

Via Della Sughere Castiglione della Pescaia GR

$474 nightly

$533 total

Jun 21 - Jun 22

Total with taxes and fees

This luxury hotel features a full-service spa, a marina, and 2 restaurants. Relax with beach cabanas and sun loungers, and cool off with a drink at the beachside bar. Families will appreciate the playground, barbecue grills, and in-room childcare.

Pool

Breakfast included

Don't see what you're looking for?

See all available properties in Castiglione della Pescaia

View all properties

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.

Popular places to visit

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.

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.

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.

Frequently asked questions

How much are vacation packages to Castiglione della Pescaia?

You can find a great flight and hotel bundle for as low as $1,149. With one of our Travelocity vacation packages, a trip to Castiglione della Pescaia has never looked more irresistible! Save your time and cash and then start packing those bags.

Where can I get the best vacation package deals for Castiglione della Pescaia?

You'll find an amazing range of Castiglione della Pescaia package deals on Travelocity. With no less than 400 airlines and 1,000,000 worldwide properties, putting together your dream vacation will be a piece of cake.

Why should I book my Castiglione della Pescaia vacation package via Travelocity?

Travel is all about making cherished new memories and forgetting all your worries — which is why we have a friendly team of customer service experts on hand around-the-clock should you need them. On top of that, our Price Match Guarantee ensures you'll always get the best deal available on our terrific range of package deals. So what are you waiting for? There's no time like the present to secure that vacation you've always dreamed of.

Will I save money on my Castiglione della Pescaia car rental if I combine it with hotels and flights?

With a Castiglione della Pescaia vacation package, you can combine your hotel, car and flight bookings and save tons. If you're in the mood to uncover the best of this exciting city, why not check out St. Peters Basilica? This renowned attraction is 100 mi from Castiglione della Pescaia. With your own rental car, you'll be there in a jiffy.

What is the best time of year to go to Castiglione della Pescaia?

If you'd rather avoid expensive airfares, huge crowds and packed hotels, arrange your trip outside of May, June and August. The quietest time to travel around Castiglione della Pescaia is October, November and December. You'll find hotel rates are the highest in and the cheapest in .

What is there to do in Castiglione della Pescaia?

You'll sense a particular magic in the air as you stroll through the streets of Castiglione della Pescaia. Golf Club Punta Ala and Punta Ala Marina are just two landmarks that entice visitors to this wonderful city, so put them on your itinerary.

Where should I stay when visiting Castiglione della Pescaia?

If you're after a place to spend your nights, take a look at the Cav Approdo. It's the top choice for many travelers.