USTOA
In partenership with
Find your dream vacation
Travelstride climate
Collapse   Expand  

2 Weeks in Siena

All 2 Week Siena Tours & Packages 2021/2022
Plan an amazing trip for Siena 2 week itinerary. Explore 18 Siena 2 week trips from 48 experts with 148 reviews. Classic and off the beaten path itineraries.

Siena in 2 Weeks

1- 10 of 10 trips shown that match your selections
 
1- 10 of 10 trips shown that match your selections
Barcelona to Rome
Save this trip to your favorites or other list
France
Italy
Spain
Arles
Barcelona
Cinque Terre
Florence
La Spezia
Nice
Pisa
Rome
Siena
Tuscany
Vatican City

Barcelona to Rome

4.5 • Excellent 100+ Reviews
Premier
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Covid Safety+
This Tour Operator has met the guidelines set forth by the WTTC SafeTravels protocols
USTOA Active Member
This operator is an Active Member in good standing in the United States Tour Operator Association and part of the $1 million traveler insurance program
Trip Style
Small group tour
Trip Pace
You will have solid amounts of both free time and structured time with some activities and meals included.
Balanced schedule
Accommodation
Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Standard
Physical Level
Walking or physical activity half to most of day - no carrying equipment.
2- Easy
$ 4,320
From : $ 7,290
The strike-through price reflects either the high season trip price or the average price a traveler pays for a similar itinerary when the components are booked separately.
15 days
$ 360 / day
Popular
Updated recent
COVID caused many tour operators to change and reduce availability for some itineraries. Some operators experiencing financial challenges are short staffed and have not kept their trips updated as frequently.
Look for the icons below to know when a company last updated trip info.
Updated recently Updated recently
Updated within the last 60 days
May be outdated May be outdated
Updated within the last year
Out of date information Out of date information
Updated over a year ago
Flexible cancellation
Operator allows full cash refund or credits if user cancels for any reason up to 30 days before date

Themes

Cultural, Local Immersion & Homestays, High Adventure

Flights & Transport:

Ground transport included

Itinerary Focus:

Off the Beaten Path

Highlights

  • Spend your free time in Barcelona visiting Gaudi's modern basilica, La Sagrada Familia – a Gothic masterpiece that embodies the city’s artistic and progressive heart.
  • Hike in the majestic Spanish Pyrenees mountains, revelling in the fresh air, panoramic views and an exhilarating sense of freedom.
  • Explore the idyllic Provencal landscapes of southern France and gain an understanding as to why this part of the world is so adored by artists.
  • The Leaning Tower may be Pisa’s most iconic image, but there’s so much more to discover – The Piazza dei Miracoli and Pisa Baptistry are masterpieces in Medieval-Italian architecture.
  • Enjoy plenty of free time in Rome to discover the ancient Colosseum, stroll through Vatican City and gaze up towards the gods inside St Peter's Basilica.
More
Italy's Treasures Art, Food & Wine of Italy - 2024 tour
Save this trip to your favorites or other list
Italy
Bologna
Cinque Terre
Florence
San Gimignano
Siena
Tuscany
Venice

Italy's Treasures Art, Food & Wine of Italy - 2024

4.7 • Excellent 100+ Reviews
Premier
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
USTOA Active Member
This operator is an Active Member in good standing in the United States Tour Operator Association and part of the $1 million traveler insurance program
Trip Style
Group tour
Trip Pace
You will have solid amounts of both free time and structured time with some activities and meals included.
Balanced schedule
Accommodation
You'll stay in no-frills, but clean and comfortable, hotels or guesthouses. A 'Basic' trip might also involve a few nights of camping.
Premium
Physical Level
All or most of day hiking or biking, hills included.
3- Moderate
$ 3,949
From : $ 4,857
The strike-through price reflects either the high season trip price or the average price a traveler pays for a similar itinerary when the components are booked separately.
12 days
$ 329 / day
Updated recent
COVID caused many tour operators to change and reduce availability for some itineraries. Some operators experiencing financial challenges are short staffed and have not kept their trips updated as frequently.
Look for the icons below to know when a company last updated trip info.
Updated recently Updated recently
Updated within the last 60 days
May be outdated May be outdated
Updated within the last year
Out of date information Out of date information
Updated over a year ago

Themes

Cultural

Itinerary Focus:

Classic Highlights

Highlights

  • Journey by boat to Isola dei Pescatori for a lovely welcome dinner.
  • Taste authentic Italian gelato from an award-winning ice cream parlor in San Gimignano.
  • Learn the art behind Tuscan cuisine during a hands-on cooking lesson.
  • Explore Lake Orta, one of Italy’s hidden treasures.
  • Discover colorful Cinque Terre, a UNESCO World Heritage site.
  • Explore the marble quarries of Carrara aboard off-road vehicles.
  • Spend two nights in romantic Venice.
  • Immerse yourself in Florence’s countless treasures on a guided tour of the city.
  • Uncover the prismatic landscape of the Tuscan countryside.
More
Premium Rome to Split
Save this trip to your favorites or other list
Croatia
Italy
Slovenia
Colosseum
Florence
Forum
Lake Bled
Ljubljana
Rome
San Gimignano
Siena
Split
Tuscany
Venice
Pisa

Premium Rome to Split

4.5 • Excellent 100+ Reviews
Premier
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Covid Safety+
This Tour Operator has met the guidelines set forth by the WTTC SafeTravels protocols
USTOA Active Member
This operator is an Active Member in good standing in the United States Tour Operator Association and part of the $1 million traveler insurance program
Trip Style
Small group tour
Trip Pace
For those looking to maximize their sight seeing time. You thrive on a packed day’s schedule from 8 am to 6pm, with some (but limited) free time. Most activities and meals included.
Full schedule
Accommodation
Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Standard
Physical Level
Walking or physical activity half to most of day - no carrying equipment.
2- Easy
$ 9,652
From : $ 16,288
The strike-through price reflects either the high season trip price or the average price a traveler pays for a similar itinerary when the components are booked separately.
16 days
$ 754 / day
Updated recent
COVID caused many tour operators to change and reduce availability for some itineraries. Some operators experiencing financial challenges are short staffed and have not kept their trips updated as frequently.
Look for the icons below to know when a company last updated trip info.
Updated recently Updated recently
Updated within the last 60 days
May be outdated May be outdated
Updated within the last year
Out of date information Out of date information
Updated over a year ago
Flexible cancellation
Operator allows full cash refund or credits if user cancels for any reason up to 30 days before date

Themes

High Adventure

Flights & Transport:

Ground transport included

Itinerary Focus:

Classic Highlights

Highlights

  • Nestled in the rolling vineyards of Tuscany's Chianti region, spend two memorable nights in a converted castle hotel and dine on a multi-course gourmet meal at the onsite restaurant.
  • Explore Rome’s iconic Colosseum under moonlight during an evening tour. Walk in the footsteps of gladiators without the jostling daytime crowds.
  • Delight in regional specialties during a wine-tasting at a family garden vineyard in Tuscany and a truffle and Istrian wine tasting in Motovun.
  • Take advantage of local knowledge when you travel with expert local leaders who will share the best of their countries, bring history to life and know all the best places to eat.
  • Enjoy your own slice of paradise at your feature stay hotel. The stunning Hotel Istra sits on its own private island, with world class service, fantastic facilities and beautiful grounds to explore.
More
Premium Italy in Depth
Save this trip to your favorites or other list
Italy
Colosseum
Florence
Forum
Lecce
Matera
Pompeii
Rome
San Gimignano
Siena
Tuscany
Venice

Premium Italy in Depth

4.5 • Excellent 100+ Reviews
Premier
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Covid Safety+
This Tour Operator has met the guidelines set forth by the WTTC SafeTravels protocols
USTOA Active Member
This operator is an Active Member in good standing in the United States Tour Operator Association and part of the $1 million traveler insurance program
Trip Style
Small group tour
Trip Pace
N/A
Accommodation
Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Standard
Physical Level
Walking or physical activity half to most of day - no carrying equipment.
2- Easy
$ 10,102
From : $ 16,575
The strike-through price reflects either the high season trip price or the average price a traveler pays for a similar itinerary when the components are booked separately.
15 days
$ 819 / day
Updated recent
COVID caused many tour operators to change and reduce availability for some itineraries. Some operators experiencing financial challenges are short staffed and have not kept their trips updated as frequently.
Look for the icons below to know when a company last updated trip info.
Updated recently Updated recently
Updated within the last 60 days
May be outdated May be outdated
Updated within the last year
Out of date information Out of date information
Updated over a year ago
Flexible cancellation
Operator allows full cash refund or credits if user cancels for any reason up to 30 days before date

Themes

High Adventure

Flights & Transport:

Ground transport included

Highlights

  • Stay in spectacular places including a Feature Stay in an historic property in Nardo – that was once a Baronial Palace – as well as a countryside hotel nestled amid the rolling vineyards of Tuscany.
  • Explore Rome’s iconic Colosseum by moonlight during an Exclusive Experience evening tour. Walk in the footsteps of gladiators without the jostling daytime crowds.
  • Get a taste for Italy’s celebrated cuisine and viticulture during an olive oil tasting on a farm that’s been active since Roman times and a trip to the celebrated wine-growing region of San Gimignano to visit a family-run winery and sample their world-class drops.
  • Take a step back in time and explore the ancient ruins of Pompeii, destroyed and preserved by the eruption of Mt Vesuvius in 79 AD.
  • Join a group of like-minded travellers on a tour takes a deep dive into the history, culture and natural beauty of southern Italy with one of our most experienced locally based leaders (legends) guiding the way.
More
Village Italy in 14 Days Tour
Save this trip to your favorites or other list
Italy
Assisi
Cinque Terre
Lucca
Padua
Siena
Tuscany
Umbria
Venice

Village Italy in 14 Days Tour

4.2 • Great 23 Reviews
Preferred
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Trip Style
Group tour
Trip Pace
You will have solid amounts of both free time and structured time with some activities and meals included.
Balanced schedule
Accommodation
Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Standard
Physical Level
Very challenging all day hiking and backpacking carrying significant equipment.
4- Strenuous
$ 3,995
14 days
$ 285 / day
Updated outdated
COVID caused many tour operators to change and reduce availability for some itineraries. Some operators experiencing financial challenges are short staffed and have not kept their trips updated as frequently.
Look for the icons below to know when a company last updated trip info.
Updated recently Updated recently
Updated within the last 60 days
May be outdated May be outdated
Updated within the last year
Out of date information Out of date information
Updated over a year ago

Themes

Hiking & Walking, 50 plus, Cultural

Flights & Transport:

Ground transport included

Itinerary Focus:

Active

Highlights

  • Discover Mosaics of Ravenna's San Vitale & Galla Placidia tour
  • Enjoy Basilica of St. Francis tour
  • Orvieto cathedral and Signorelli's frescoes
  • Experience Lucca bike ride and Ligurian Coast boat excursion
More
Italy Explorer
Save this trip to your favorites or other list
Italy
Agrigento
Alberobello
Cinque Terre
Florence
Lake Garda
Matera
Mount Etna
Pantheon
Pisa
Rome
Sicily
Siena
Sorrento
Tuscany
Venice
Trip Pace
N/A
Accommodation
Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Standard
Physical Level
Walking or physical activity half to most of day - no carrying equipment.
2- Easy
$ 2,335
17 days
$ 137 / day
Updated outdated
COVID caused many tour operators to change and reduce availability for some itineraries. Some operators experiencing financial challenges are short staffed and have not kept their trips updated as frequently.
Look for the icons below to know when a company last updated trip info.
Updated recently Updated recently
Updated within the last 60 days
May be outdated May be outdated
Updated within the last year
Out of date information Out of date information
Updated over a year ago

Themes

Cultural

Itinerary Focus:

Classic Highlights

Highlights

  • Walking tour of Rome & Florence with expert local guidesExplore Cinque Terre and the ruins of ancient PompeiiFree days to explore Venice
  • Tuscany
  • Sorrento & SicilySee the Trulli houses of Alberobello
  • take a photo with the Leaning Tower of Pisa
More

Want a tailor-made trip instead?

Get a hand-crafted experience just for you.
Want a tailor-made trip instead?
Europe Explorer
Save this trip to your favorites or other list
France
Italy
Monaco
Netherlands
Spain
Switzerland
Alps
Amsterdam
Arc de Triomphe
Arles
Avignon
Barcelona
Bellinzona
Bruges
Burgundy
Colosseum
Eiffel Tower
Florence
London
Paris
Pisa
Rome
Siena
Tuscany
Venice
Trip Pace
N/A
Accommodation
Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Standard
Physical Level
Walking or physical activity half to most of day - no carrying equipment.
2- Easy
$ 2,230
18 days
$ 124 / day
Updated outdated
COVID caused many tour operators to change and reduce availability for some itineraries. Some operators experiencing financial challenges are short staffed and have not kept their trips updated as frequently.
Look for the icons below to know when a company last updated trip info.
Updated recently Updated recently
Updated within the last 60 days
May be outdated May be outdated
Updated within the last year
Out of date information Out of date information
Updated over a year ago

Themes

Cultural

Itinerary Focus:

Classic Highlights
Northern Italy
Save this trip to your favorites or other list
Italy
Bolzano
Cinque Terre
Dolomites
Florence
Lucca
Milan
Siena
Tuscany
Venice
Verona

Northern Italy

5.0 • Excellent 49 Reviews
Trip Style
Small group tour
Trip Pace
You will have solid amounts of both free time and structured time with some activities and meals included.
Balanced schedule
Accommodation
Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Standard
Physical Level
Walking or physical activity half to most of day - no carrying equipment.
2- Easy
$ 4,474
From : $ 10,843
The strike-through price reflects either the high season trip price or the average price a traveler pays for a similar itinerary when the components are booked separately.
15 days
$ 298 / day
Updated outdated
COVID caused many tour operators to change and reduce availability for some itineraries. Some operators experiencing financial challenges are short staffed and have not kept their trips updated as frequently.
Look for the icons below to know when a company last updated trip info.
Updated recently Updated recently
Updated within the last 60 days
May be outdated May be outdated
Updated within the last year
Out of date information Out of date information
Updated over a year ago

Themes

Cultural

Flights & Transport:

Internal airfare and ground transport included

Itinerary Focus:

Classic Highlights

Highlights

  • Enjoy Relaxing three-night stay on Lake Maggiore
  • Lake region touring, including medieval Orta San Giulio and Stresa
  • Cruise to Isola Bella, with palace and gardens tour
  • Explore Full-day Cinque Terre excursion featuring Vernazza
  • Visit to medieval Lucca
  • Explore Beautiful Florence
  • Enjoy Winery visit and tasting
  • Visit Venice and Majestic Dolomites
More
Italian Delights
Save this trip to your favorites or other list
Italy
Assisi
Cinque Terre
Florence
Pisa
Rome
Siena
Sorrento
Tuscany
Venice
Verona
Trip Pace
N/A
Accommodation
Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Standard
Physical Level
Walking or physical activity half to most of day - no carrying equipment.
2- Easy
$ 1,575
12 days
$ 131 / day
Updated outdated
COVID caused many tour operators to change and reduce availability for some itineraries. Some operators experiencing financial challenges are short staffed and have not kept their trips updated as frequently.
Look for the icons below to know when a company last updated trip info.
Updated recently Updated recently
Updated within the last 60 days
May be outdated May be outdated
Updated within the last year
Out of date information Out of date information
Updated over a year ago

Themes

Cultural

Itinerary Focus:

Classic Highlights

Member Savings

Unlock Member Savings
Member Savings up to $700!
Sign in to see which companies give additional savings to Travelstride Members (it’s free)
Mamma Mia! - 13 days/12 nights
Save this trip to your favorites or other list
Italy
Amalfi Coast
Blue Grotto
Cinque Terre
Colosseum
Florence
Isle of Capri
Naples
Pantheon
Pisa
Positano
Rome
Siena
Sistine Chapel
Sorrento
St. Peter's Basilica
Tuscany
Vatican City
Venice
Trip Style
Small group tour
Trip Pace
You will have solid amounts of both free time and structured time with some activities and meals included.
Balanced schedule
Accommodation
Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Standard
Physical Level
Walking or physical activity half to most of day - no carrying equipment.
2- Easy
$ 1,432
13 days
$ 110 / day
Updated outdated
COVID caused many tour operators to change and reduce availability for some itineraries. Some operators experiencing financial challenges are short staffed and have not kept their trips updated as frequently.
Look for the icons below to know when a company last updated trip info.
Updated recently Updated recently
Updated within the last 60 days
May be outdated May be outdated
Updated within the last year
Out of date information Out of date information
Updated over a year ago

Themes

Cultural, Local Immersion & Homestays

Flights & Transport:

Ground transport included

Itinerary Focus:

Off the Beaten Path

Highlights

  • Discover the real Italy
  • 12 nights in a our favourite budget accommodation
  • Visit to Rome, Florence, Venice, Murano & Burano islands and lots more
  • Drink the best wines in Tuscany
  • Lean against the leaning tower of Pisa
  • Take a selfie with the statue of David
  • Eat any possible gelato flavour
  • Swim in the crystal waters of the Mediterrenean sea
  • Get lost in Venice with its many canals
  • Hike the scenic trails in Cinque Terre
More
X
Unlock Member Savings

In order to see Travelstride Select deals you must sign in. We’ve negotiated with many of the world’s best travel companies to save you money! Get the best experiences, save up to $700 per person, and be a hero to your travel companions!

or
or
Provide email and Password

We respect your privacy and take great care to protect your information. By joining you agree to our Privacy Policy and Terms of Use.

Already a member?

With FREE membership you:

  • Save up to $700 per person!*
  • Access private deals and offers
  • See personalized trip recommendations
  • Save favorite trips
See member program details

Top Siena Attractions

Top Activties in Siena

×
×
×
Sign in to Save Trips
Welcome back! We're so happy to see you. ? Forgot Password?
Don't have an account? Join
  • Bookmark trips you like
  • Share with your travel companions
  • Track price changes
  • Access private discounts on trips you save
×
Sign in to see your results

TripFinder is a member-only feature. Don’t worry, it’s free!

With a membership you:

  • Save up to $700 per person!*
  • Access private deals and offers
  • See personalized trip recommendations
  • Save favorite trips
*See Member Savings Program details
×
Activate your free Travelstride membership

Just use the email address and password provided in the email we sent.

? Forgot Password?

With your free membership you:

  • Save up to $700 per person!*
  • Access private deals and offers
  • See personalized trip recommendations
  • Save favorite trips
*See Member Savings Program details
×
To Follow, sign in or sign up (it's free) ? Forgot Password?
Don't have an account? Join
member benefits

By signing in, you agree to our Privacy Policy and Terms of Use

First name is required!
Last name is required!
First name is not valid!
Last name is not valid!
This is not an email address!
Email address is required!
This email is already registered!
Please enter valid email address
Password is required!
Enter a valid password!
Please enter 6 or more characters!
Please enter 32 or less characters!
Passwords are not the same!
Terms and Conditions are required!
Email or Password is wrong!
Please select the captcha checkbox!
Please select the valid captcha!
Something went wrong! Try again later!

"A journey of a thousand miles must begin with a single step."
Lao Tzu
x