Careggine Vacations from $1,148
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The Latest Careggine Vacation Packages
- Aurum Uffizi
Oct 15 - Oct 20Aurum Uffizi + Flight
Historic Centre of Florence4 nights4.0 star property7.6/10 - Good (1,003 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 August 2, 2026Roundtrip • Boston (BOS) - Florence (FLR)BOS - FLR • 1 stop FLR - BOS • 1 stop$1,695$1,148found 1 day agoper traveler - Eurostars Florence Boutique
Oct 3 - Oct 9Eurostars Florence Boutique + Flight
Historic Centre of Florence5 nights4.0 star property8.6/10 - Excellent (497 reviews)Roundtrip • Boston (BOS) - Florence (FLR)BOS - FLR • 1 stop FLR - BOS • 1 stop$2,133$1,459found 1 day agoper traveler - Precise Tale Poggio Alla Sala
Sep 14 - Sep 19Precise Tale Poggio Alla Sala + Flight
Montepulciano4 nights5.0 star property9.6/10 - Exceptional (156 reviews)"The place it’s an Amazing. Very clean. Is more beautiful than the pictures."Reviewed August 2, 2026Roundtrip • Boston (BOS) - Florence (FLR)BOS - FLR • 1 stop FLR - BOS • 2 stops - Hotel La Scaletta Al Ponte Vecchio
Oct 3 - Oct 9Hotel La Scaletta Al Ponte Vecchio + Flight
Historic Centre of Florence5 nights4.0 star property9.0/10 - Wonderful (1,004 reviews)"I’ve stayed at this property several times over recent years so I have seen changes - some good and some not great. The staff is very nice and helpful. That has always been my experience. The lobby changed to the first floor a couple years ago and is a much nicer welcome! The rooms are clean but found the bathroom to be very tiny in the section of the hotel we were in. No elevator to rooms means the poor employees have to lug heavy luggage up and down the long staircase for guests and I found..."Reviewed August 2, 2026Roundtrip • Boston (BOS) - Florence (FLR)BOS - FLR • 1 stop FLR - BOS • 1 stop$2,330$1,664found 1 day agoper traveler - Monastero di Cortona Hotel & Spa
Oct 4 - Oct 10Monastero di Cortona Hotel & Spa + Flight
Cortona Old Town5 nights5.0 star property10/10 - Exceptional (301 reviews)"Unbelievable hotel. Staff were so fantastic and nice. 10/10 stay!"Reviewed August 2, 2026Roundtrip • New York (EWR) - Florence (FLR)EWR - FCO • 1 stop FCO - EWR • 1 stop$1,949$1,403found 1 day agoper traveler
Careggine Hotel Deals
Renaissance Tuscany Il Ciocco Resort & Spa
Renaissance Tuscany Il Ciocco Resort & Spa
Castello di Pontebosio Luxury Resort
Castello di Pontebosio Luxury Resort
Villa Belverde
Villa Belverde
Frequently Asked Questions
How much does a Careggine vacation package cost?
Offering excellent value package deals from $1,148 on Expedia, you'll be thrilled with how little a vacation to Careggine costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Careggine?
November, December and January are the best times to search for cheap Careggine vacation packages. Opting to travel in quieter months means you can generally find better prices on accommodations and flights.
How many days is enough for Careggine?
The ideal length for your Careggine vacation depends on what you'd like to see. Usually, a handful of days to a week will give you enough time to go to all the leading sights and discover some hidden gems along the way.
How to find the best Careggine package deals?
Start your search for a Careggine package deal by entering your travel dates and destination under our "Packages" tab. Then select a few filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal Careggine package deal straight away, just switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Careggine adventure underway.
Is it cheaper to book a Careggine vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll typically land a better deal than booking each component separately. And you'll still get the freedom to create a tailored Careggine vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Careggine?
If you're considering an impromptu Careggine adventure, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can score incredible deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later Careggine vacation packages?
Secure your ideal getaway to Careggine with help from our Book Now, Pay Later vacations. No need to save like crazy or hold off until your next payday — we've partnered with online lender Affirm to give you more financial flexibility. Our vacation packages with payment plans mean you can spread the total cost over 3, 6 or 12 months. With no late payment fees or hidden charges, it's easy to budget for your trip and snap up travel deals before they sell out.