Castiglione della Pescaia Vacation Packages 2026 from $1,843

Castiglione della Pescaia flight + hotel vacation packages

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

Dimora Palanca Boutique & SPA

Historic Centre of Florence

$1,843

per person

May 19 - May 24

found 1 day ago

Roundtrip flight included

New York (JFK) to Florence (FLR)

This smoke-free hotel features a full-service spa and a restaurant. Business travelers can take advantage of the free WiFi in public areas. You'll appreciate the in-room fitness, bar/lounge, and snack bar/deli.

Residenza Florentia

Historic Centre of Florence

$1,890

per person

May 25 - May 30

found 24 hours ago

Roundtrip non-stop flight included

New York (JFK) to Florence (FLR)

This hotel features a bar/lounge, free WiFi in public areas, and express check-out. Luggage storage, concierge services, and a virtual front desk are also on offer.

Villa Cora

Oltrarno

Save 100% on your flight

$4,321

per person

May 25 - May 30

found 24 hours ago

Roundtrip non-stop flight included

New York (JFK) to Florence (FLR)

A full-service spa, an outdoor pool, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. Enjoy the gym and perks like free self parking and a free area shuttle.

Hotel La Scaletta Al Ponte Vecchio

Historic Centre of Florence

$2,987

per person

May 24 - May 30

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) 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.

Il Rivalta - Place of Charme

Historic Centre of Florence

$2,745

per person

May 24 - May 30

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

This apartment features a restaurant, a gym, and a bar/lounge. WiFi in public areas is free. Valet parking, a terrace, and a garden are also offered.

Top Castiglione della Pescaia hotels deals

L'Andana

Tenuta La Badiola Castiglione della Pescaia GR

$399 nightly

$451 total

Apr 29 - Apr 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.

Hotel L'Approdo

Via Ponte Giorgini 29 Castiglione della Pescaia GR

Free Cancellation

Reserve now, pay when you stay

$88 nightly

$102 total

May 14 - May 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.

Riva del Sole Resort & SPA

Località Riva Del Sole Castiglione della Pescaia GR

$299 nightly

$335 total

Apr 18 - Apr 19

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.

Gallia Palace Hotel

Via Della Sughere Castiglione della Pescaia GR

$336 nightly

$381 total

May 15 - May 16

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.

Cav Approdo

Via Ponte Giorgini 29 Castiglione della Pescaia GR

Free Cancellation

Reserve now, pay when you stay

$94 nightly

$108 total

Apr 19 - Apr 20

Total with taxes and fees

A restaurant and a bar/lounge are featured at this guesthouse. Bring the family and enjoy the free kid's club, playground, and arcade/game room. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking.

Camping Village Santapomata

Strada Provinciale Delle Rocchette 62 Castiglione della Pescaia GR

Free Cancellation

Reserve now, pay when you stay

$16 nightly

$20 total

Apr 21 - Apr 22

Total with taxes and fees

A private beach and a restaurant are featured at this smoke-free campground. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi.

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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.

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.

Golf Club Punta Ala

5/5(1 review)

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 $1,843. 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.