Title: Bossi Vacation Packages 2026 from $1,081 | Expedia.com [Bossi Travel Guide](https://expedia.com/Bossi.dx553248622858799636)[Hotels in Bossi](https://expedia.com/Bossi-Hotels.d553248622858799636.Travel-Guide-Hotels)[Vacation Rentals in Bossi](https://expedia.com/Bossi-Vacation-Rentals.d553248622858799636.Travel-Guide-VacationRentals)[Flights to Bossi](https://expedia.com/Cheap-Flights-To-Bossi.d553248622858799636.Travel-Guide-Flights)[Car Rentals in Bossi](https://expedia.com/Car-Rentals-In-Bossi.d553248622858799636.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Bossi Vacations from $1,081 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 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 Bossi Vacation Say farewell to planning worries and hello to a Bossi vacation package. With your travel details organized before you take off, you can focus on discovering this city, starting with Badia Coltibuono, which is good for families, nature and walking. You'll want to do some exploring during your trip to Bossi. Don't miss big-name attractions such as [Siena Circuit](https://www.expedia.com/Siena-Circuit-Castelnuovo-Berardenga.d553248621532500702.Vacation-Attraction), [Chianti Sculpture Park](https://www.expedia.com/Chianti-Sculpture-Park-Castelnuovo-Berardenga.d6249472.Vacation-Attraction) and [Piazza Marconi](https://www.expedia.com/Piazza-Marconi-Castelnuovo-Berardenga.d6318547.Vacation-Attraction). Whoever you're going away with and whatever your budget, your ultimate Bossi vacation is only clicks away with Expedia. ## The Latest Bossi vacation packages Price found within the past 48 hours. Click for updated prices. ![Aurum Firenze](https://images.trvl-media.com/lodging/29000000/28970000/28962000/28961941/3c6602ae_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Aurum Firenze Historic Centre of Florence Save 100% on your flight $1,081 per person May 11 - May 16 found 20 hours ago Roundtrip non-stop flight included New York (NYC) to Florence (FLR) 7.6/10 Good! (1,008 reviews) Location is great, breakfast included and that is great but the coffee machine did not give hot chocolate. Staff ate friendly. Very close to the Terminal and Mercato Centrale and Duomo FlorencešŸ‘šŸ‘ Reviewed on Mar 9, 2026 ![c-hotels Joy](https://images.trvl-media.com/lodging/19000000/18190000/18185500/18185470/18011b0a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### c-hotels Joy Historic Centre of Florence $1,470 per person May 8 - May 14 found 3 hours ago Roundtrip non-stop flight included Boston (BOS) to Florence (FLR) 9/10 Wonderful! (1,004 reviews) Instalaciones en buen estado , todo limpio , y ordenado . El personal de la recepciĆ³n muy amables UbicaciĆ³n excelente Reviewed on Mar 2, 2026 ![Hotel Garibaldi Blu](https://images.trvl-media.com/lodging/10000000/9510000/9501700/9501656/c8ccdc67_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Garibaldi Blu Historic Centre of Florence $2,043 per person May 8 - May 14 found 3 hours ago Roundtrip non-stop flight included Boston (BOS) to Florence (FLR) 9.2/10 Wonderful! (835 reviews) The staff was helpful and kind, they offered to store our luggage until check in and then when it was check in time, they already had put the luggage in our room. The breakfast was very well stocked and tasty. The staff made recommendations of food places to eat at. They were very kind and attentive and the whole experience was enjoyable. Reviewed on Mar 14, 2026 ![c-hotels Club](https://images.trvl-media.com/lodging/2000000/1150000/1143200/1143132/beada289_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### c-hotels Club Historic Centre of Florence $1,413 per person May 8 - May 14 found 3 hours ago Roundtrip non-stop flight included Boston (BOS) to Florence (FLR) 8.4/10 Very Good! (1,002 reviews) I love this hotel and the staff. They are so helpful. They even help me retrieve my delayed baggage from the airport. Itā€™s walkable to all the sightseeing and the tours plus itā€™s right by the train station. Reviewed on Nov 28, 2025 ![Hotel Alessandra](https://images.trvl-media.com/lodging/2000000/1790000/1780300/1780229/4549f56f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Alessandra Historic Centre of Florence $1,217 per person May 18 - May 22 just found Roundtrip non-stop flight included Boston (BOS) to Florence (FLR) 9.2/10 Wonderful! (849 reviews) Room was comfortable and everything was very clean. Staff were helpful and polite. Excellent location. Reviewed on Mar 15, 2026 Don't see what you're looking for? See all available trips from Columbus to Bossi [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-16/2026-04-23/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SAY&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ### Discover the most popular places to visit in Bossi #### Siena Circuit You can take time to visit Siena Circuit during your travels to Castelnuovo Berardenga. Discover the beautiful countryside in this walkable area, or enjoy its local tours. [](https://expedia.com/Siena-Circuit-Castelnuovo-Berardenga.d553248621532500702.Vacation-Attraction) #### Terra di Seta You can enjoy a tasting or tour at Terra di Seta during your travels to Castagno. Discover the beautiful countryside and wineries in this walkable area. [](https://expedia.com/Terra-Di-Seta-Castelnuovo-Berardenga.d553248621532500710.Vacation-Attraction) #### San Felice Winery You can enjoy a tasting or tour at San Felice Winery during your travels to Castelnuovo Berardenga. Discover the beautiful countryside and charming coffeehouses in this walkable area. [](https://expedia.com/San-Felice-Winery-Castelnuovo-Berardenga.d553248621532500707.Vacation-Attraction) ### What to do in Bossi ![Chianti Half Day Wine Tour from Florence](https://mediaim.expedia.com/localexpert/510796/711ec9bb-4d40-40e5-a110-59519c36ce6d.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Chianti Half Day Wine Tour from Florence $58 per adult **88%** of travellers recommend [](https://expedia.com/things-to-do/chianti-half-day-wine-tour-from-florence.a510796.activity-details) ![Siena, San Gimignano, Monteriggioni & Chianti from Florence](https://mediaim.expedia.com/localexpert/553041/def47daa-d183-43ae-81a6-3355ec60f5c9.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Siena, San Gimignano, Monteriggioni & Chianti from Florence $77 per adult **86%** of travellers recommend [](https://expedia.com/things-to-do/siena.a553041.activity-details) ![Florence Day Trip: Medieval Villages & Cooking Class](https://mediaim.expedia.com/localexpert/321506/1e2813e3-17ae-4ee9-bf76-f82b70d58df9.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Florence Day Trip: Medieval Villages & Cooking Class $164 per adult **86%** of travellers recommend [](https://expedia.com/things-to-do/florence-day-trip-medieval-villages-cooking-class.a321506.activity-details) [See all activities in Bossi](https://expedia.com/things-to-do/search?rid=553248622858799636) ## Bossi Hotel Deals ![Hotel Athena](https://images.trvl-media.com/lodging/1000000/870000/866600/866580/e92eb5d8_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hotel Athena P Mascagni 55 Siena SI Fully refundableReserve now, pay when you stay $133 nightly $152 total Mar 18 - Mar 19 Total with taxes and fees 9.2/10 Wonderful! (1,001 reviews) Excellent repeat stay. Top-notch staff, beautiful views and rooms, excellent breakfast and on-site dinner restaurant. Reviewed on Mar 7, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F18%2F2026&endDate=3%2F19%2F2026&selected=866580&PinnedHotelID=866580&HadPinnedHotel=true®ionId=553248622858799636) ![Hotel Ristorante Alcide](https://images.trvl-media.com/lodging/2000000/1410000/1402100/1402058/84e9dcbe_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hotel Ristorante Alcide Viale Marconi, 67/A Poggibonsi SI Fully refundableReserve now, pay when you stay $46 nightly $58 total Mar 22 - Mar 23 Total with taxes and fees 8/10 Very Good! (480 reviews) I highly recommended Reviewed on Oct 14, 2025 [](https://expedia.com/Hotel-Search?startDate=3%2F22%2F2026&endDate=3%2F23%2F2026&selected=1402058&PinnedHotelID=1402058&HadPinnedHotel=true®ionId=553248622858799636) ![Hotel Chiusarelli](https://images.trvl-media.com/lodging/2000000/1120000/1110900/1110843/f43eb5fd_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hotel Chiusarelli Viale Curtatone 15 Siena SI Fully refundableReserve now, pay when you stay $91 nightly $106 total Mar 23 - Mar 24 Total with taxes and fees [](https://expedia.com/Hotel-Search?startDate=3%2F23%2F2026&endDate=3%2F24%2F2026&selected=1110843&PinnedHotelID=1110843&HadPinnedHotel=true®ionId=553248622858799636) [See all 5,491 properties in Bossi](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F17%2F2026&endDate=3%2F18%2F2026®ionId=553248622858799636) 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 Bossi Vacation Packages ## Bossi Essential Information | Language | Italian | | ------------- | ----------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | Euros | | Local Welcome | Ciao | | Local Goodbye | Ciao | | Top Sights | [Terra di Seta](https://www.expedia.com/Terra-Di-Seta-Castelnuovo-Berardenga.d553248621532500710.Vacation-Attraction), [San Felice Winery](https://www.expedia.com/San-Felice-Winery-Castelnuovo-Berardenga.d553248621532500707.Vacation-Attraction) and [Vittorio Alfieri Theater](https://www.expedia.com/Vittorio-Alfieri-Theater-Castelnuovo-Berardenga.d6318567.Vacation-Attraction) | ## More 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![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Waterpark Vacations [](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Scuba Diving Vacations [](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Yoga Vacations [](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Cheap Vacations [](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Solo Vacations [](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click) ## Frequently asked questions ### How much does a Bossi vacation package cost? ### What are the cheapest months to go to Bossi? ### How many days is enough for Bossi? ### How to find the best Bossi package deals? ### Is it cheaper to book a Bossi vacation as a package? ### When to book a vacation package to Bossi? ### How to plan a trip to Bossi? > 1. Choose when to travel: Check your diary and get packing. Your preferred season and the activities on offer will also help you decide when to escape to Bossi. > 2. Budget wisely: As well as the price of your stay, you should consider other expenses too. These include transportation, food and flights. Also, set aside a little extra for unexpected expenses that could crop up during your trip to Bossi. > 3. Discover Bossi using our [trip planning tool](https://www.expedia.com/why/trip-planning): Gain insights into the top attractions and best properties for your trip to Bossi. You can also save your favorite locations, collaborate with your group and organize all your plans in one place. > 4. Set the duration of your trip: Start by making a list of all the activities and attractions you want to experience in Bossi. Then, estimate how long you'll need at each, as well as any travel time. > 5. Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a personalized Bossi vacation package. > 6. Book activities and experiences ahead of time: Whether it's a ticket to a big attraction or a walking tour, you won't have to worry about missing out on Bossi's best offerings. Find all the exciting [things to do in Bossi](https://www.expedia.com/Things-To-Do-In-Bossi.d553248622858799636.Travel-Guide-Activities) with our dedicated activity guide. ### Does Expedia offer Book Now, Pay Later Bossi vacation packages? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - More ways to book - [Winery Hotels in San Felice ](https://www.expedia.com/San-Felice-Hotels-Winery-Hotel.0-0-d6140997-tWineryHotel.Travel-Guide-Filter-Hotels) - [Hotels with a Gym in San Felice ](https://www.expedia.com/San-Felice-Hotels-Hotels-With-Fitness-Center.0-0-d6140997-tHotelswithFitnessCenter.Travel-Guide-Filter-Hotels) - [Boutique Hotels in San Felice ](https://www.expedia.com/San-Felice-Hotels-Boutique-Hotel.0-0-d6140997-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Family Hotels in San Felice ](https://www.expedia.com/San-Felice-Hotels-Family-Hotel.0-0-d6140997-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Villa A Sesta Hotels ](https://www.expedia.com/Villa-A-Sesta-Hotels.d553248622859606733.Travel-Guide-Hotels) - [Vacation Homes in Villa A Sesta ](https://www.expedia.com/Villa-A-Sesta-Private-Vacation-Homes.d553248622859606733-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [B&B in Villa A Sesta ](https://www.expedia.com/Villa-A-Sesta-Bed-And-Breakfast.d553248622859606733-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Villas in Pianella ](https://www.expedia.com/Pianella-Villas.d6285681-aaVillas.Travel-Guide-Accommodation) - [Pianella Hotels ](https://www.expedia.com/Pianella-Hotels.d6285681.Travel-Guide-Hotels) - [Monti Hotels ](https://www.expedia.com/Monti-Hotels.d6271012.Travel-Guide-Hotels) - [Hotels with Restaurants in San Gusme ](https://www.expedia.com/San-Gusme-Hotels-Hotels-With-Restaurants.0-0-d602593-tHotelswithRestaurants.Travel-Guide-Filter-Hotels) - [Villas in San Gusme ](https://www.expedia.com/San-Gusme-Villas.d602593-aaVillas.Travel-Guide-Accommodation) - [Hotels near Castle of Brolio ](https://www.expedia.com/Castle-Of-Brolio-Hotels.0-l6249465-0.Travel-Guide-Filter-Hotels) - [Hotels near Felsina ](https://www.expedia.com/Felsina-Hotels.0-l553248621532500709-0.Travel-Guide-Filter-Hotels) - [Castelnuovo Berardenga Hotels ](https://www.expedia.com/Castelnuovo-Berardenga-Hotels.d6034141.Travel-Guide-Hotels) - [Hotel Wedding Venues Hotels in Castelnuovo Berardenga ](https://www.expedia.com/Castelnuovo-Berardenga-Hotels-Wedding-Hotels.0-0-d6034141-tWeddingHotels.Travel-Guide-Filter-Hotels) - [Winery Hotels in Castelnuovo Berardenga ](https://www.expedia.com/Castelnuovo-Berardenga-Hotels-Winery-Hotel.0-0-d6034141-tWineryHotel.Travel-Guide-Filter-Hotels) - [Villas in Castelnuovo Berardenga ](https://www.expedia.com/Castelnuovo-Berardenga-Villas.d6034141-aaVillas.Travel-Guide-Accommodation) - [Luxury Hotels in Castelnuovo Berardenga ](https://www.expedia.com/Castelnuovo-Berardenga-Hotels-Luxury-Hotel.0-0-d6034141-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [B&B in Castelnuovo Berardenga ](https://www.expedia.com/Castelnuovo-Berardenga-Bed-And-Breakfast.d6034141-aaBedAndBreakfast.Travel-Guide-Accommodation) - [5 Star Hotels in Castelnuovo Berardenga ](https://www.expedia.com/5Star-Castelnuovo-Berardenga-Hotels.s50-0-d6034141.Travel-Guide-Filter-Hotels) - [Monteaperti Hotels ](https://www.expedia.com/Monteaperti-Hotels.d6285682.Travel-Guide-Hotels) - [Pievasciata Hotels ](https://www.expedia.com/Pievasciata-Hotels.d3000379804.Travel-Guide-Hotels) - [Montechiaro Hotels ](https://www.expedia.com/Montechiaro-Hotels.d553248635975868650.Travel-Guide-Hotels) - [Geggiano Hotels ](https://www.expedia.com/Geggiano-Hotels.d553248622859042394.Travel-Guide-Hotels) - [Villas in Vico D'arbia ](https://www.expedia.com/Vico-Darbia-Villas.d553248622897742708-aaVillas.Travel-Guide-Accommodation) - [Cottages in Vico D'arbia ](https://www.expedia.com/Vico-Darbia-Cottages.d553248622897742708-aaCottages.Travel-Guide-Accommodation) - [Hotels near Chianti Sculpture Park ](https://www.expedia.com/Chianti-Sculpture-Park-Hotels.0-l6249472-0.Travel-Guide-Filter-Hotels) - [Resorts in Rosennano ](https://www.expedia.com/Rosennano-Resorts.d3000026644-aaResorts.Travel-Guide-Accommodation) - [Ponte A Bozzone Hotels ](https://www.expedia.com/Ponte-A-Bozzone-Hotels.d6285680.Travel-Guide-Hotels) - [Hotels near Az. 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