Bossi Vacations from ￥474,708

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The Latest Bossi Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Bob W Florence Santa Croce

Bob W Florence Santa Croce

3 out of 5
Historic Centre of Florence
Price was ￥543,597, price is now ￥474,708 per person
￥474,708
per person
Sep 21 - Sep 26
found 10 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Florence (FLR)
8.8/10 Excellent! (10 reviews)

Floren Hotel

Floren Hotel

5 out of 5
Historic Centre of Florence
Price was ￥891,475, price is now ￥775,840 per person
￥775,840
per person
Sep 21 - Sep 26
found 10 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Florence (FLR)
9.4/10 Exceptional! (250 reviews)

Hotel L'Orologio Firenze

Hotel L'Orologio Firenze

4 out of 5
Historic Centre of Florence
Price was ￥757,996, price is now ￥667,548 per person
￥667,548
per person
Sep 21 - Sep 26
found 10 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Florence (FLR)
9.6/10 Exceptional! (1,003 reviews)
Amazing room with great service in a prime location! We loved it and highly recommend. We only left to another hotel because it was 39 degrees and we needed a pool.

Reviewed on Jul 21, 2026

Art Hotel Villa Agape

Art Hotel Villa Agape

4 out of 5
Oltrarno
Price was ￥551,044, price is now ￥490,672 per person
￥490,672
per person
Sep 21 - Sep 26
found 10 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Florence (FLR)
9.8/10 Exceptional! (1,002 reviews)
Place was better than expected would stay here everytime I come to Florence

Reviewed on Jul 19, 2026

Hotel degli Orafi

Hotel degli Orafi

4 out of 5
Historic Centre of Florence
Price was ￥607,952, price is now ￥542,344 per person
￥542,344
per person
Sep 21 - Sep 26
found 10 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Florence (FLR)
9.6/10 Exceptional! (1,004 reviews)
Excellent stay. Wonderful breakfast! Very helpful front desk and staff. So close to all the major attractions.

Reviewed on Jul 22, 2026

Find the Best Bossi Vacation Packages

Bossi Hotel Deals

Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

5 out of 5
Banchi Di Sopra 85 Siena SI
Fully refundableReserve now, pay when you stay
The price is ￥59,200 per night from Aug 21 to Aug 22
￥59,200
￥66,981 total
Aug 21 - Aug 22
includes taxes & fees
9.2/10 Wonderful! (618 reviews)
"The staff was wonderful. The service was beyond my expectations. They even have a pillow menu. It is close to shopping, and restaurants. Everything was clean and beautiful."

Reviewed on Jul 20, 2026

Grand Hotel Continental Siena – Starhotels Collezione
Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

5 out of 5
Strada Comunale 14 Siena - Vagliagli 18 Castelnuovo Berardenga SI
Fully refundableReserve now, pay when you stay
The price is ￥72,886 per night from Aug 3 to Aug 4
￥72,886
￥82,036 total
Aug 3 - Aug 4
includes taxes & fees
9.4/10 Exceptional! (215 reviews)
"Borgo refers to something like little village and that’s what this property is. A cluster of beautiful stone buildings and gravel drives surrounded by acres of olive and lavender. Beautifully appointed common and areas in rooms. Excellent restaurant with elevated cuisine. Beautiful pool. Distance ..."

Reviewed on Jul 15, 2026

Borgo Scopeto Wine & Country Relais
Hotel Athena

Hotel Athena

4 out of 5
P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
The price is ￥26,126 per night from Aug 21 to Aug 22
￥26,126
￥29,668 total
Aug 21 - Aug 22
includes taxes & fees
9.2/10 Wonderful! (1,006 reviews)
"Great hotel with helpful staff. Restaurant was really good definitely recommend."

Reviewed on Jul 21, 2026

Hotel Athena
See all 5,629 properties in Bossi
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.

What to do in Bossi

Siena, San Gimignano, Monteriggioni & Chianti from Florence

Siena, San Gimignano, Monteriggioni & Chianti from Florence

￥12,022
per adult
88% of travellers recommend
Siena, San Gimignano, Monteriggioni & Chianti from Florence
From Florence Chianti Wine Tour with Tastings Half Day

From Florence Chianti Wine Tour with Tastings Half Day

￥9,433
per adult
From Florence Chianti Wine Tour with Tastings Half Day
From Florence: Siena & San Gimignano Day Trip with Lunch & Wine Tasting

Tuscany Day Trip to Siena & San Gimignano with Optional Wine Tasting

￥9,063
per adult
90% of travellers recommend
Tuscany Day Trip to Siena & San Gimignano with Optional Wine Tasting
See all activities in Bossi

Frequently asked questions

How much does a Bossi vacation package cost?
You can pick up a vacation package to this popular destination from ￥474,708 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?
The off-season is the best time to travel to Bossi if you're hoping to keep costs down. Another tip for getting cheap Bossi vacation packages? Avoid visiting during public holidays and any major festivals or events.
How many days is enough for Bossi?
With a well-organized schedule, you can easily visit the most popular Bossi attractions in a few days. But if you'd like to venture off the beaten track or go on day tours, consider booking your Bossi vacation for longer.
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?

  1. Choose when to go: Check your schedule and get your bags packed. Your favorite time of year and the type of activities on offer will also help you decide when to vacation in Bossi.
  2. Figure out your budget: Ensure you have enough money to cover everything from meals and transportation to activities and airfares. Your hotel will likely be the largest expense during your trip to Bossi.
  3. Decide how many days away: Start by compiling a list of the activities and attractions you'd like to experience in Bossi. Then, estimate how long you'll need for each, as well as any travel time.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to choose a Bossi vacation package that brings all your bookings together.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.