$363 Cheap flight deals from Boston (BOS) to Siena (FLR)

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This Weekend's Flight Deals from Boston to Siena

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Aug 22 - Sun, Aug 30
BOS
Logan Intl.
FLR
Peretola
$723 Roundtrip, found 4 days ago
$723
Roundtrip
found 4 days ago
Select ITA Airways flight, departing Sat, Aug 22 from Logan Intl. to Peretola, returning Sun, Aug 30, priced at $723 found 4 days ago
Sun, Aug 23 - Mon, Aug 24
PVD
T.F. Green
FLR
Peretola
$6,531 Roundtrip, found 4 days ago
$6,531
Roundtrip
found 4 days ago
Select United flight, departing Sun, Aug 23 from T.F. Green to Peretola, returning Mon, Aug 24, priced at $6,531 found 4 days ago

Airfares from $363 One Way, $593 Round Trip from Boston to Siena

Prices starting at $593 for return flights and $363 for one-way flights to Siena were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sun, Apr 4 - Tue, Apr 13
BOS
Boston
FLR
Florence
$593 Roundtrip, found 17 hours ago
$593
Roundtrip
found 17 hours ago
Select TAP Portugal flight, departing Sun, Apr 4 from Boston to Florence, returning Tue, Apr 13, priced at $593 found 17 hours ago
Wed, Aug 26 - Fri, Dec 11
BOS
Boston
FLR
Florence
$623 Roundtrip, found 20 hours ago
$623
Roundtrip
found 20 hours ago
Select ITA Airways flight, departing Wed, Aug 26 from Boston to Florence, returning Fri, Dec 11, priced at $623 found 20 hours ago
Tue, Nov 10 - Thu, Nov 19
BOS
Boston
FLR
Florence
$664 Roundtrip, found 3 days ago
$664
Roundtrip
found 3 days ago
Select Iberia flight, departing Tue, Nov 10 from Boston to Florence, returning Thu, Nov 19, priced at $664 found 3 days ago
Wed, Nov 11 - Thu, Nov 19
BOS
Boston
FLR
Florence
$671 Roundtrip, found 1 day ago
$671
Roundtrip
found 1 day ago
Select Swiss International Air Lines flight, departing Wed, Nov 11 from Boston to Florence, returning Thu, Nov 19, priced at $671 found 1 day ago
Wed, Aug 19 - Fri, Aug 28
BOS
Boston
FLR
Florence
$679 Roundtrip, found 3 days ago
$679
Roundtrip
found 3 days ago
Select Lufthansa flight, departing Wed, Aug 19 from Boston to Florence, returning Fri, Aug 28, priced at $679 found 3 days ago

Siena economy flight packages

Price found within the past 48 hours. Click for updated prices.
Albergo Le Terme
4.0-star property

Albergo Le Terme

9.2/10 Wonderful! (80 reviews)

Oct 4 - Oct 10

6 night stay

Boston (BOS) to Florence (FLR)

TAP Portugal • Non-stop roundtrip • Coach
Price was $2,107, price is now $1,678 per person
$1,678
per person
found 1 hour ago
Upon checking we were greeted by a lovely lady that gave great instructions on parking and use of the spa. Our room was very clean and the bed was comfortable. The thermal spa was very nice as we arrived after 10 pm after a long drive from Sorrento. We were able to relax and enjoy the water until midnight. The next morning the breakfast as absolutely superb. We walked around the town until checkout but are going back to the hotel after our stay in north Italy this week. Also it was nice that they had a dedicated parking lot. Our auto was very safe. Checkout was simple as we were in our way to cinque terre. Very Much a 5 star stay.

Reviewed on Jul 28, 2026

Hotel La Scaletta Al Ponte Vecchio
4.0-star property

Hotel La Scaletta Al Ponte Vecchio

9/10 Wonderful! (1,006 reviews)

Oct 4 - Oct 10

6 night stay

Boston (BOS) to Florence (FLR)

TAP Portugal • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $4,265, price is now $2,968 per person
$2,968
per person
found 1 hour ago
We had a wonderful stay at La Scaletta in Florence! The hotel was extremely clean, and the staff was always friendly, welcoming, and very helpful throughout our stay. The location is fantastic, just steps from the Ponte Vecchio, with so many great shops, restaurants, and beautiful sights within easy walking distance. One of the things we loved most was the combination of history and modern comfort. Staying in such a beautiful historic building, surrounded by gorgeous frescoes and architectural details, made the experience feel very special, while the rooms still had a fresh, modern vibe. The terrace bar was another highlight and a wonderful place to relax and enjoy Florence. Beautiful hotel, excellent location, and great service. We would definitely recommend La Scaletta and would happily stay here again!

Reviewed on Aug 12, 2026

Il Rivalta - Place of Charme
4.0-star property

Il Rivalta - Place of Charme

9.4/10 Exceptional! (584 reviews)

Sep 20 - Sep 24

4 night stay

Boston (BOS) to Florence (FLR)

TAP Portugal • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $4,032, price is now $2,968 per person
$2,968
per person
found 1 day ago

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More About Flying To Siena from Boston

Route Information for Flights from Boston to Siena

Origin Airport IATA Code
BOS
Destination Airport IATA Code
FLR
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Boston to Siena

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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.