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- 8 of 8 trips shown that match your selections
 
1- 8 of 8 trips shown that match your selections
Escorted Tours Of Tuscany
Save this trip to your favorites or other list
Italy
Florence
Leaning Tower of Pisa
Lucca
Pisa
Rome
San Gimignano
Siena
Tuscany

Escorted Tours Of Tuscany

4.8 • Excellent 15 Reviews
Premier
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Trip Style
Private guided 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
Typically involves most nights sleeping in tents (sometimes permanent tented sites) or in rustic cabins and lodges.
Luxury
Physical Level
Walking or physical activity half to most of day - no carrying equipment.
2- Easy
$ 5,500
From : $ 6,270
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
$ 458 / day
Popular
Updated outdated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May be outdated May be outdated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Out of date information Out of date information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

Culinary & Wine, Nature & Wildlife

Flights & Transport:

Ground transport included

Itinerary Focus:

Classic Highlights

Highlights

  • Florence Marvel at the grandeur of the architecture in the Renaissance capital of Italy and soak up the atmosphere of the most culture rich city in the world. Florence is a city of art and alluring elegance and like no other.
  • Siena The delightful hilltop Renaissance jewel. The perfect place to spend a Tuscan day
  • Maremma Leave the tourists behind and adventure into the wilder side of Tuscany. Serene countryside scattered with stunning ancient hilltop towns and vineyards to be explored.
  • Monte Argentario An island joined to the mainland by 3 sandy spits, enjoy island life without leaving Tuscany and discover the best beaches in Tuscany
  • Lucca Another picture perfect walled Tuscan town crammed with architectural treasures. Also our favorite boutiques to browse in Tuscany.
  • Val D’Orcia The most iconic countryside landscapes in Tuscany and the best wine too.
  • Rome Flights arrive in and out of Rome so we will take the opportunity to explore the Eternal City as a bonus destination on these Tuscany Tours
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

Italy: Classic Tuscany and the Treasures of Florence

4.4 • Great 100+ Reviews
Preferred
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
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
Minimal walking - motor vehicles available for all major parts of trip.
0- Wheelchair accessible
$ 3,699
From : $ 4,994
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.
13 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

50 plus, Education / Learning

Flights & Transport:

Airfare included

Itinerary Focus:

Classic Highlights

Highlights

  • Visit the famed quarries of Carrara to learn why this marble is the material of choice for great sculptors and architects
  • Explore the villa of Lorenzo de'Medici at Poggio a Caiano, and visit a winery in the Tuscan countryside to sample Tuscan wines
  • View the great masterpieces in Florence: works by Donatello, Brunelleschi, Ghiberti, Caravaggio, Cellini and Michelangelo’s iconic sculpture, “David
More
AUTHENTIC ITALY GRAND TOUR SOUTH - Naples, Amalfi, Matera, Puglia in 12 days
Save this trip to your favorites or other list
Italy
Alberobello
Amalfi Coast
Matera
Naples
Pompeii
Rome

AUTHENTIC ITALY GRAND TOUR SOUTH - Naples, Amalfi, Matera, Puglia in 12 days

5.0 • Excellent 21 Reviews
Premier
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Covid Safety
Operator provides additional COVID wellness action steps, see here for details
Trip Style
Self-guided 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
Minimal walking - motor vehicles available for all major parts of trip.
0- Wheelchair accessible
$ 4,645
12 days
$ 387 / 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

Culinary & Wine, Cultural

Flights & Transport:

Ground transport included

Itinerary Focus:

Classic Highlights

Highlights

  • Montecassino, rising again from the ashes of the war
  • Naples, Pizza time
  • Pompei, the Roman city fixed in lava
  • The Amalfi Coast, where divas are at home
  • Paestum, when Greeks ruled Italy
  • Matera, the city of stones
  • Lecce, the "Florence of the South"
  • Alberobello, living in Trulliland
  • Castel del Monte, the fortress of mistery
  • Castelli Romani, where Romans enjoy life
More

ITALY IN 2 WEEKS – THE GRAND TOURS Milan, Florence, Rome and Venice

5.0 • Excellent 21 Reviews
Premier
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Covid Safety
Operator provides additional COVID wellness action steps, see here for details
Trip Style
Self-guided tour
Trip Pace
A lot of free time, with very few inclusions. Ideal for independent and/or low-key travelers and cruisers.
Flexible 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
Minimal walking - motor vehicles available for all major parts of trip.
0- Wheelchair accessible
$ 4,431
14 days
$ 317 / 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

Relaxing Retreats, Culinary & Wine, Nature & Wildlife, Cultural

Flights & Transport:

Ground transport included

Itinerary Focus:

Classic Highlights

Highlights

  • Milan, the trendy 2,000-years-old capital of Northern Italy
  • Parma, where food is an art
  • Cinque Terre, the stunning 5 villages perched on the rocks
  • Pisa, how can it stand?
  • Florence, an open-air museum
  • Siena and San Gimignano, power in the Middle Ages
  • Val d'Orcia, where Man and Nature blend in harmony
  • Rome, walking in the shade of history
  • Assisi, the extraordinary land of Francis
  • Umbria, the green heart of Italy
  • Venice, when merchants ruled the Mediterranean
More
AUTHENTIC ITALY GRAND TOUR NORTH - The Northern Lakes, Emilia, Florence, Tuscany, Umbria in 12 days
Save this trip to your favorites or other list
Italy
Assisi
Florence
Lake Como
Parma
San Gimignano
Siena

AUTHENTIC ITALY GRAND TOUR NORTH - The Northern Lakes, Emilia, Florence, Tuscany, Umbria in 12 da ...

5.0 • Excellent 21 Reviews
Premier
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Covid Safety
Operator provides additional COVID wellness action steps, see here for details
Trip Style
Self-guided 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
Minimal walking - motor vehicles available for all major parts of trip.
0- Wheelchair accessible
$ 5,038
12 days
$ 420 / 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

Culinary & Wine, Cultural

Flights & Transport:

Ground transport included

Itinerary Focus:

Classic Highlights

Highlights

  • Lake Maggiore and Lake Como, a scenery for movie lovers
  • Parma, where Food is an art
  • Maranello, the legend of Ferrari was born here
  • Florence, an open-air museum
  • Chianti, winemakers for 800 years
  • Siena and San Gimignano, power in the Middle Ages
  • Val d'Orcia, where Man and Nature blend with harmony
  • Assisi, the extraordinary land of Francis
  • Orvieto, the "city on the rocks"
  • Tivoli, an invitation from the Emperor
More

Want a tailor-made trip instead?

Get a hand-crafted experience just for you.
Want a tailor-made trip instead?
ITALY IN 2 WEEKS – THE GRAND TOURS Milan, Venice, Florence, Rome and Amalfi Coast
Save this trip to your favorites or other list
Italy
Amalfi Coast
Florence
Milan
Pisa
Pompeii
Rome
San Gimignano
Siena
Venice
Verona

ITALY IN 2 WEEKS – THE GRAND TOURS Milan, Venice, Florence, Rome and Amalfi Coast ...

5.0 • Excellent 21 Reviews
Premier
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Covid Safety
Operator provides additional COVID wellness action steps, see here for details
Trip Style
Self-guided 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
Minimal walking - motor vehicles available for all major parts of trip.
0- Wheelchair accessible
$ 5,621
14 days
$ 402 / 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

Culinary & Wine, Cultural

Flights & Transport:

Ground transport included

Itinerary Focus:

Classic Highlights

Highlights

  • Milan, the trendy 2,000-years-old capital of Northern Italy
  • Verona, the city of lovers
  • Venice, when merchants ruled the Mediterranean
  • Maranello, where the legend of Ferrari started
  • Florence, an open-air museum
  • Pisa, how can it stand?
  • Siena and San Gimignano, power in the Middle Ages
  • Rome, walking in the shade od history
  • The Amalfi Coast, where divas are at home
  • Pompei, the Roman city fixed in lava
  • Tivoli, an invitation from the Emperor
More
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
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!

"Oh the places you'll go."
Dr. Seuss
x