Agostoli Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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 Agostoli Vacation

When a break in the city is calling, answer it with a Agostoli vacation package. The neighborhood of Lecchi in Chianti, which is great for walking, cycling and views, makes a fantastic base for your adventures. Siena Cathedral, Torre del Mangia and Piazza del Campo are just a few of the many attractions worth visiting during your trip to Agostoli. Stop dreaming and start adventuring. Explore the multitude of options on Expedia today and put your Agostoli vacation plans in motion!

Top Agostoli Vacation Deals

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

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was CA $1,448, price is now CA $1,104 per person
CA $1,104
per person
Dec 5 - Dec 8
found 11 hours ago
Roundtrip flight included
Ottawa (YOW) to Florence (FLR)
7.6/10 Good! (1,003 reviews)
Perfect location

Reviewed on Nov 2, 2026

Villa Tolomei Hotel & Resort

Villa Tolomei Hotel & Resort

5 out of 5
Oltrarno
Price was CA $1,884, price is now CA $1,410 per person
CA $1,410
per person
Jan 25 - Jan 30
found 14 hours ago
Roundtrip flight included
Vancouver (YVR) to Florence (FLR)
8.8/10 Excellent! (445 reviews)

Hotel Lungarno - Lungarno Collection

Hotel Lungarno - Lungarno Collection

5 out of 5
Historic Centre of Florence
Price was CA $2,543, price is now CA $1,921 per person
CA $1,921
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
9.6/10 Exceptional! (644 reviews)
Beautiful hotel, beautiful rooms, fantastic location, amazing service and staff.

Reviewed on Nov 1, 2026

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

5 out of 5
Cortona Old Town
Price was CA $2,610, price is now CA $2,000 per person
CA $2,000
per person
Dec 5 - Dec 12
found 20 hours ago
Roundtrip flight included
Ottawa (YOW) to Florence (FLR)
10/10 Exceptional! (357 reviews)
The highlight was the experience at the bar with the entertaining bartenders! Great breakfast and service!

Reviewed on Nov 2, 2026

Hotel Number Nine

Hotel Number Nine

5 out of 5
Historic Centre of Florence
Price was CA $1,950, price is now CA $1,515 per person
CA $1,515
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
9.6/10 Exceptional! (1,000 reviews)
Stunning breakfast options available, both à la carte and buffet. Rooms are well appointed. Water included in the room is confusing-it’s not clear if there is a charge. Same as slippers and flip flops. Surely they don’t reuse them. Soaps by dyptique are a treat while staying there. Rooms a big and clean and the bed is comfortable. Pillow preference was accommodated. Staff helped with taxi and direction options. Spa was lovely, included, however hot tub jets didn’t work. Staff overly accommodated for strike option. Travelled with guests whose breakfast was provided before they left for the airport, despite breakfast not opening yet. Beautiful decor throughout the property. Would definitely return. Not cheap but you get what you pay for.

Reviewed on Oct 31, 2026

Ready to book your vacation to Agostoli?

 

Choose your dates

Agostoli Hotel Deals

Hotel Athena

Hotel Athena

4 out of 5
P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
The price is CA $128 per night from Nov 29 to Nov 30
CA $128
CA $146 total
Nov 29 - Nov 30
includes taxes & fees
Hotel Athena
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 CA $383 per night from Dec 2 to Dec 3
CA $383
CA $430 total
Dec 2 - Dec 3
includes taxes & fees
9.2/10 Wonderful! (644 reviews)
"Great stay!"

Reviewed on Oct 29, 2026

Grand Hotel Continental Siena – Starhotels Collezione
Hotel Chiusarelli

Hotel Chiusarelli

3 out of 5
Viale Curtatone 15 Siena SI
Fully refundableReserve now, pay when you stay
The price is CA $107 per night from Dec 2 to Dec 3
CA $107
CA $122 total
Dec 2 - Dec 3
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
"Perfect in location, cleanliness,staff, amenities.... Wonderful 👍"

Reviewed on Oct 24, 2026

Hotel Chiusarelli
See all 5,023 properties in Agostoli
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

What to do in Agostoli

Siena: Cathedral Complex Pass with Audio Guide

Siena: Cathedral Complex Pass with Audio Guide (OPA SI PASS)

CA $31
per adult
Siena: Cathedral Complex Pass with Audio Guide (OPA SI PASS)
Chianti Half Day Wine Tour from Florence

Chianti Half Day Wine Tour from Florence

CA $39
per adult
88% of travellers recommend
Chianti Half Day Wine Tour from Florence
Pasta-making class at a Cesarina's home with tasting - Siena

Pasta-making class at a Cesarina's home with tasting - Siena

CA $283
per adult
Pasta-making class at a Cesarina's home with tasting - Siena
See all activities in Agostoli

Frequently asked questions

How much does an Agostoli vacation package cost?
You can grab a vacation package to this top destination from CA $1,104 on Expedia. However, how much your vacation to Agostoli costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Agostoli?
January, February and November are the best times to search for cheap Agostoli vacation packages. Travelling in quieter months means you can typically find better prices on flights and hotels.
How many days is enough for Agostoli?
With about 3 days, you'll have plenty of time to enjoy popular neighbourhoods such as Siena Historical Centre and Siena City Centre during your Agostoli vacation. Remember to also add Siena Stadium and Museo dell'Opera del Duomo to your must-see list. Up for some more adventures? Consider venturing outside of Agostoli on day trips and tours.
How to find the best Agostoli package deals?
Start your search for an Agostoli package deal by entering your destination and preferred trip dates under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Agostoli package deal straight away, simply switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Agostoli adventure underway.
Is it cheaper to book an Agostoli vacation as a package?
You can enjoy significant savings on your next Agostoli retreat by booking a personalized vacation package. Check the "Package" heading, then select your destination and travel dates to browse the best airfares and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Agostoli?
If you have your Agostoli travel dates locked in, book as soon as you can to grab some unbeatable deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for setting off on a whim.
How to plan a trip to Agostoli?

  1. Pick your dates: The things you'd like to do in Agostoli and your preferred season will help you decide when to get away.
  2. Set a budget: Consider expenses such as flights, food and transportation when calculating how much to save for your trip to Agostoli. Then, pick a hotel that works with your budget, whether that's an economical option or a swankier retreat.
  3. Determine how many days away: Start by listing all the attractions and activities you want to get to in Agostoli. Then, estimate how long you'll need for each, as well as any travel time.
  4. Combine your airfare and accommodations: After you've nailed down your trip dates and duration, lock in the right Agostoli vacation package for you.

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