Bossi Vacations from $1,188
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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, Chianti Sculpture Park and Piazza Marconi. 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 Uffizi
Historic Centre of Florence
$1,188
per person
Sep 10 - Sep 15
found 21 hours ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
7.6/10 Good! (1,004 reviews)
The room was clean and air conditioning worked well for the size of room. However, the room was a little small for a family of four.
The location was one of the best aspects of the hotel: it was right in the historic centre and near all the attractions.
Staff were also very helpful, promptly responding to our requests.
Reviewed on Aug 2, 2026
What to do in Bossi
Siena: Cathedral Complex Pass with Audio Guide (OPA SI PASS)
$21
per adult
Siena, San Gimignano, Monteriggioni & Chianti from Florence
$59
per adult
88% of travellers recommend
Florence Day Trip: Medieval Villages & Cooking Class
$158
per adult
86% of travellers recommend
Bossi Hotel Deals
Grand Hotel Continental Siena – Starhotels Collezione
Banchi Di Sopra 85 Siena SI
Fully refundableReserve now, pay when you stay
$325 nightly
$369 total
Aug 26 - Aug 27
Total with taxes and fees
Borgo Scopeto Wine & Country Relais
Strada Comunale 14 Siena - Vagliagli 18 Castelnuovo Berardenga SI
Fully refundableReserve now, pay when you stay
$525 nightly
$589 total
Aug 10 - Aug 11
Total with taxes and fees
9.4/10 Exceptional! (219 reviews)
"We spent a wonderful week at Borgo Scopeto and thoroughly enjoyed every minute. It has everything you'd hope for from a luxury Tuscan retreat: beautiful historic buildings, immaculately kept grounds, and a peaceful atmosphere full of character. The staff were warm, attentive and genuinely welcoming ..."
Reviewed on Aug 5, 2026
Hotel Athena
P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
$162 nightly
$184 total
Aug 24 - Aug 25
Total with taxes and fees
9.2/10 Wonderful! (1,005 reviews)
"Wonderful hotel in great location just a short walk from the centre but quiet and peaceful in the evening. Fabulous helpful staff. Breakfast always fresh and lots of choice. We used the terrace restaurant once and it was fabulous - what amazing views! Highly recommended for a short or longer ..."
Reviewed on Aug 6, 2026
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, San Felice Winery and Vittorio Alfieri Theater |
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Frequently asked questions
How much does a Bossi vacation package cost?
You can pick up a vacation package to this popular destination from $1,188 on Expedia. But how much your vacation to Bossi costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Bossi?
If you're hoping to score a cheap Bossi vacation package, consider planning a trip in August, November and December. You'll generally find lower prices on hotels and flights during these quieter months — ideal for budget-conscious travelers.
How many days is enough for Bossi?
The ideal duration for your Bossi vacation depends on what you'd like to see and do. Generally, a few days to a week will give you time to hit all the major attractions and discover some hidden treasures along the way.
How to find the best Bossi package deals?
Finding a cheap Bossi package deal is a breeze with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget, add some filters and browse what's available. You can personalize your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most pocket-friendly Bossi package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Bossi vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging accommodations and flights separately. Better still, you can personalize your Bossi getaway to fit your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Bossi?
If you've got your Bossi travel dates locked in, book as soon as you can to snap up some outstanding deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spontaneous getaways? Our last-minute deals are great for quick escapes.
How to plan a trip to Bossi?
- 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.
- 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.
- Discover Bossi using our trip planning tool: 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.
- 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.
- 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.
- 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 with our dedicated activity guide.
Does Expedia offer Book Now, Pay Later Bossi vacation packages?
If you're anything like us, you love going away but don't love the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the overall cost of your Bossi vacation across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure great vacation packages with payment plans as soon as you see them.
Explore a world of travel with Expedia
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- Frateria di Padre Eligio
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- Visit Lecchi in Chianti
- Visit Vico D'arbia
- Visit Province of Siena
- Visit Rietine
- Palazzo Salimbeni
- Church of San Sigismondo
- Az. Agr.Losi Querciavalle
- Visit San Gusme
- Visit Villa A Sesta
- Santa Maria alle Scotte Polyclinic
- Visit Siena City Centre
- Museo dell'Opera del Duomo
- Palazzo Tolomei
- Cantalici Winery
- Siena Cathedral
- Visit Le Tolfe
- Basilica di San Domenico
- Visit Monti
- Visit Ponte A Bozzone
- Siena Circuit
- Visit Siena
- Stadio Artemio Franchi
- Visit Vagliagli
- Terra di Seta
- Visit Casetta
- Felsina
- Piazza del Campo
- Visit San Giovanni A Cerreto
- Castle of Brolio
- Civic Museum
- Visit Taverne d'Arbia
- Visit Pievasciata
- Visit Monti di Sotto
- Visit San Vincenti
- Medieval Tower of Barbischio
- Villa a Sesta Polo Club
- University of Siena
- Visit Castelnuovo Berardenga
- Fortezza Medicea
- Visit Rosennano
- Visit Monteaperti
- Piazza Marconi
- Siena Vacations
- Visit Monte Benichi
- Berardenga Riding Centre
- Visit San Sano
- Torre del Mangia
- Meleto Castle
- Visit Monastero d'Ombrone
- Gaiole in Chianti Stadium
- Fontebranda
- Visit San Felice
- Piccolomini Library
- Visit Pianella
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.