Bolgheri Vacation Packages
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Your Bolgheri Vacation
From its highlights to its hidden gems, this city is best experienced with a Bolgheri vacation package. Find a place to stay in Marina di Bibbona, which is good for watersports, dining and nature. Ready to explore your surroundings? Cavallino Matto, Ornellaia Winery and Viale dei Cipressi are some of the top places to visit during a trip to Bolgheri. That dream Bolgheri vacation is just a few clicks away. Browse flights, hotels and more on Expedia for a trip that's tailored just for you.
Top Bolgheri vacation deals
- Art Hotel Villa Agape - Place of Charme
Jan 10 - Jan 16Art Hotel Villa Agape - Place of Charme + Flight
Oltrarno5 nights4.0 star property9.8/10 - Exceptional (1,003 reviews)"Amazing property highly recommended"Reviewed November 7, 2026Roundtrip • Montreal (YUL) - Florence (FLR)YUL - FCO • Nonstop FCO - YUL • 1 stopCA $1,656CA $1,395found 1 day agoper traveller - Villa Tolomei Hotel & Resort
Dec 28 - Jan 3Villa Tolomei Hotel & Resort + Flight
Oltrarno5 nights5.0 star property8.8/10 - Excellent (449 reviews)"The property was lovely. A former 15th(?) century monastery located on a hilltop overlooking parts of Florence. Surrounded by olive and fruit trees, and gardens. It's past the Roman gate, about a 30 euro cab ride from the center of town. Though they didn't tell us until we asked, there's a shuttle that will take you down the hill to the Roman Gate where taxis and busses can be found. We arrived just after the hotel restaurant had closed for the afternoon by a minute. They were kind/professional..."Reviewed November 6, 2026Roundtrip • Toronto (YYZ) - Florence (FLR)YYZ - FCO • 2 stops FCO - YYZ • 1 stopCA $3,248CA $2,492found 1 day agoper traveller - Bernini Palace
Jan 10 - Jan 16Bernini Palace + Flight
Historic Centre of Florence5 nights5.0 star property9.8/10 - Exceptional (1,004 reviews)Roundtrip • Montreal (YUL) - Florence (FLR)YUL - FCO • Nonstop FCO - YUL • 1 stopCA $2,145CA $1,655found 1 day agoper traveller - The Hoxton, Florence
Dec 28 - Jan 3The Hoxton, Florence + Flight
Historic Centre of Florence5 nights4.0 star property9.4/10 - Exceptional (385 reviews)"Nice quiet location with well appointed rooms."Reviewed November 7, 2026Roundtrip • Toronto (YYZ) - Florence (FLR)YYZ - FCO • 2 stops FCO - YYZ • 1 stopCA $2,882CA $2,308found 1 day agoper traveller - Hotel Calimala Florence
Jan 10 - Jan 16Hotel Calimala Florence + Flight
Historic Centre of Florence5 nights4.0 star property9.6/10 - Exceptional (1,002 reviews)"Great hotel, good location, staff was great, would recommend."Reviewed November 7, 2026Roundtrip • Montreal (YUL) - Florence (FLR)YUL - FCO • Nonstop FCO - YUL • 1 stopCA $2,034CA $1,652found 1 day agoper traveller
What to do in Bolgheri
Bolgheri: Winery Tour with Wine Tasting
Private Wine Tour to Bolgheri with Expert Sommelier - 2 Wineries
Bolgheri Hotel Deals
Locanda dell'Aioncino
Locanda dell'Aioncino"El staff fue muy agradable y servicial"
Casone Ugolino
Casone Ugolino"Molto bella la struttura e le camere. La posizione decisamente comoda a tutto."
Relais San Baio
Relais San Baio"This is an incredibly beautiful, very well-kept, cozy, and serene property in the middle of the Bolgheri aerea. Perfect as a main base to begin the exploration of wonderful villages and their fabulous wines. The staff is incredibly kind and efficient!"
Punti Di Vista B&B Food&Wine Experience
Punti Di Vista B&B Food&Wine Experience"Trotz Reservation war kein Personal da. Die zufällig präsente Person startete mit telefonieren, um das Zimmer bereit zu stellen. Warmes Wasser gab es nie während der zwei Tagen. Das inkl. Frühstück war am ersten Morgen spärlich und am zweiten inexistent. Das Zimmer wäre sehr hübsch, aber die Organisation total überfordert."
Hotel Gabbani
Hotel Gabbani"Room temperature"
Villa Curiel
Villa Curiel"Beautiful spot. Enjoyed my stay and the staff was lovely"
Relais dei Molini
Relais dei Molini"We were so happy we found this gem of a resort. Small, intimate yet luxurious. The breakfast breads and cakes are incredible. And the view is like from a movie. We hope to be back. Thank you for your hospitality."
Frequently Asked Questions
How much does a Bolgheri vacation package cost?
You can snap up a vacation package to this popular destination from CA $1,395 on Expedia. However, how much your vacation to Bolgheri costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Bolgheri?
January, February and November are the best times to look for cheap Bolgheri vacation packages. Choosing to travel in less busy months means you can usually find better prices on accommodations and flights.
How many days is enough for Bolgheri?
Dedicate at least 2 days for your Bolgheri vacation if you want to discover everything that makes this destination special. Stroll around key neighbourhoods, including Bolgheri I and San Giusto. Then tick off major sights such as Costa dei Vini and Giovanni Chiappini Winery. With a good itinerary, you can keep busy with room for some rest and relaxation too. Want to venture outside of Bolgheri? Consider fitting in an excursion or two.
How to find the best Bolgheri package deals?
Bagging a cheap Bolgheri package deal is a cinch with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your budget range, add a few filters and browse what's available. You can customize your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most economical Bolgheri package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are generally lower.
Is it cheaper to book a Bolgheri vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging flights and stays separately. Better still, you can personalize your Bolgheri trip to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Bolgheri?
If you've got your Bolgheri travel dates finalized, book early to score some unbeatable deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are ideal for jetting off on a whim.
How to plan a trip to Bolgheri?
- Choose when to get away: Check your calendar and get packing. Your preferred time of year and the activities available will also help you decide when to vacation in Bolgheri.
- Set your budget: Factor in costs like flights, transportation and food when working out how much to put aside for your trip to Bolgheri. Then, select a property that suits your budget, whether that's a wallet-friendly option or a lavish retreat.
- Determine how many days away: Start by compiling a list of the attractions and activities you want to get to in Bolgheri. Then, estimate how long you'll need for each, as well as any travel time.
- Bundle your accommodations and airfare: After you've settled on your travel dates and duration, book the right Bolgheri vacation package for you.