Montisi Vacations from $1,003

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Your Montisi Vacation

Let our vacation packages to Montisi inspire your next escape. There's lots to love about this exciting city, starting with the neighborhood of Pozzo, which is good for views and nature. Every trip to Montisi needs a well-crafted itinerary. Fill yours with big-name attractions like Monte Oliveto Maggiore Abbey, Museo del Tartufo and Bosco della Ragnaia. Don't delay your visit to this city any longer. Your dream Montisi vacation is a few clicks away with Expedia.

The Latest Montisi vacation packages

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 $1,573, price is now $1,003 per person
$1,003
per person
May 8 - May 12
found 12 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
7.8/10 Good! (1,000 reviews)
Smaller room then expected and shower did flood the floor so not the best of showers. Bed very comfortable Nice friendly & helpful staff and perfect location to explore the city.

Reviewed on Feb 22, 2026

Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

5 out of 5
Save 100% on your flight
Price was $3,261, price is now $2,295 per person
$2,295
per person
May 16 - May 23
found 15 hours ago
Roundtrip flight included
New York (NYC) to Florence (FLR)
9.2/10 Wonderful! (191 reviews)
This hotel is absolutely gorgeous. The staff, food and grounds are fantastic. Can’t recommend more! Big thanks to Luka and Giuseppe for making our stay so special. Great wine tasting and delicious wine recommendations. Won’t disappoint

Reviewed on Sep 2, 2025

Eurostars Florence Boutique

Eurostars Florence Boutique

4 out of 5
Historic Centre of Florence
Price was $2,507, price is now $1,639 per person
$1,639
per person
May 24 - May 30
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Florence (FLR)
8.6/10 Excellent! (476 reviews)
The room was clean and the staff very accommodating. The breakfast was quite sufficient and had a good variety. The location is great. It's a short walk from the square, shopping and from restaurants.

Reviewed on Dec 13, 2025

Glimpse Hotel

Glimpse Hotel

4 out of 5
Historic Centre of Florence
Price was $2,868, price is now $1,939 per person
$1,939
per person
May 21 - May 23
found 1 day ago
Roundtrip non-stop flight included
Seattle (SEA) to Florence (FLR)
9.6/10 Exceptional! (95 reviews)
The staff, especially Alina made our stay exceptional. We almost overlooked this hotel because Expedia‘s site was not prioritizing this amazing place. Location was also very convenient.

Reviewed on Jan 9, 2026

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
Price was $2,187, price is now $1,493 per person
$1,493
per person
May 23 - May 28
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Florence (FLR)
9.6/10 Exceptional! (495 reviews)
Outstanding Boutique Hotel. Friendly Multilingual Staff, Great Breakfast, beautiful and spacious room. Absolutely amazing Wellness Spa! Centrally located for easy access to all of Firenze via public transportation. 30 mins from airport. I highly recommend The Moon Hotel And Spa!

Reviewed on Feb 23, 2026

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Discover the most popular places to visit in Montisi

Castello Banfi

4/5(6 reviews)

You can enjoy a tasting or tour at Castello Banfi during your travels to Poggio alle Mura. Visit the area's spas, or simply enjoy its wineries.

Castello Banfi

Tenuta Greppo Franco Biondi Santi

You can enjoy a tasting or tour at Tenuta Greppo Franco Biondi Santi during your travels to Montalcino. Discover the area's countryside and spas.

Tenuta Greppo Franco Biondi Santi

Fortress of Montalcino

5/5(5 reviews)

Find out about the history of Montalcino with a stop at Fortress of Montalcino. Visit the area's spas, or simply enjoy its wineries.

Fortress of Montalcino

What to do in Montisi

3 Regions in 1 Day from Rome with Tuscany Wine Tasting & Lunch

From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch

$105
per adult
100% of travellers recommend
From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch
Montalcino: Guided Winery Tour and Wine Tasting

Montalcino: Guided Winery Tour and Wine Tasting

$53
per adult
Montalcino: Guided Winery Tour and Wine Tasting
Montepulciano Wine Tasting in the Tuscan Countryside

Montepulciano Wine Tasting in the Tuscan Countryside

$29
per adult
Montepulciano Wine Tasting in the Tuscan Countryside
See all activities in Montisi

Montisi Hotel Deals

Montalcino: Private villa in the heart of Tuscany, private pool,panoramic view!

Montalcino: Private villa in the heart of Tuscany, private pool,panoramic view!

Montisi Tuscany
10/10 Exceptional! (60 reviews)
Host very helpful. plenty of room inside and out. Beautiful setting.

Reviewed on Nov 17, 2025

Get rates
Montalcino: Private villa in the heart of Tuscany, private pool,panoramic view!
Palazzo Ravizza

Palazzo Ravizza

4 out of 5
Pian dei Mantellini 34 Siena SI
Fully refundableReserve now, pay when you stay
$95 nightly
The price is $110 total per night from Mar 4 to Mar 5
$110 total
Mar 4 - Mar 5
Total with taxes and fees
9.4/10 Exceptional! (759 reviews)
Excellent location, very clear instructions to get into the city for those coming in by car, a warm welcome by the staff, a super comfy bed and a great breakfast, what more could we ask for! All in all a great stay at the Palazzo.

Reviewed on Jan 22, 2026

Palazzo Ravizza
Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

Via Grazianella 5 Montepulciano SI
Fully refundableReserve now, pay when you stay
$197 nightly
The price is $222 total per night from Mar 3 to Mar 4
$222 total
Mar 3 - Mar 4
Total with taxes and fees
9.8/10 Exceptional! (279 reviews)
Everything was perfect. Warm welcome, comfortable and spacious rooms, great breakfast. The staff was very kind and friendly. I also recommend the wine tasting experience. Highly recommended!

Reviewed on Dec 5, 2025

Relais Villa Grazianella - UNA Esperienze
See all 4,913 properties in Montisi
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 Montisi Vacation Packages

Montisi Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Population
300
Max Temp Winter
50ºF
Max Temp Summer
85ºF
Top Sights
Tenuta Greppo Franco Biondi Santi, Capanna of Cencioni and Civic and Diocesan Museum of Sacred Art of Montalcino

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Frequently asked questions

How much does a Montisi vacation package cost?
Offering great value package deals from $1,003 on Expedia, you'll be pleasantly surprised at how much a vacation to Montisi costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Montisi?
If you're looking to book a cheap Montisi vacation package, consider visiting in September, October and December. You'll usually find lower prices on airfares and hotels during these months — ideal for a budget-friendly break.
How many days is enough for Montisi?
Typically, a handful of days is enough to explore the major attractions during your Montisi vacation. However, if you prefer to have more time to unwind or take day trips, consider extending your itinerary.
How to find the best Montisi package deals?
Use Expedia's filters to find some tempting Montisi package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your break for midweek, or look for Montisi package deals in the off-season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book a Montisi vacation as a package?
You can enjoy significant savings on your Montisi break by booking a tailored vacation package. Click on the "Package" heading, then select your travel dates and destination to browse some great hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Montisi?
Secure incredible bargains by reserving your flights ahead of time with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for a spur-of-the-moment Montisi getaway.
How to plan a trip to Montisi?

  1. Choose when to go: Check your schedule and get your bags packed. Your preferred time of year and the activities available will also help you decide when to escape to Montisi.
  2. Work out your budget: Ensure you have enough money to cover everything from transportation and meals to airfares and activities. Your accommodations will likely be the biggest expense during your trip to Montisi.
  3. Use Expedia's trip planning tool to discover Montisi: Research every part of your trip to Montisi with this handy planner. Invite friends or family to collaborate on a group getaway, search for hotels or things to do and make bookings.
  4. Set the duration of your trip: Start by compiling a list of the attractions and activities you'd like to get to in Montisi. Then, estimate how long you'll need for each, as well as any travel time.
  5. Combine your airfare and accommodations: After you've settled on your dates and duration, lock in the ideal Montisi vacation package for you.
  6. Book any activities or excursions: Here's the fun part — organizing everything you want to do and see. Check out some of the exciting things to do in Montisi and reserve your tickets in advance to save time (and maybe some spending money too!).

Does Expedia offer Book Now, Pay Later Montisi vacation packages?
Your Montisi trip is meant to be a relaxing escape from your busy life, not a source of money-related stress. So to give you a bit more flexibility, we've joined up with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.

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