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Siena Tours & Trips

109 Siena trips. Tours from 48 tour companies. 94 reviews. 4.7/5 avg rating.

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109 Trips match your criteria (41 - 60 shown)

Treasures of Umbria and Tuscany with Rome
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Treasures of Umbria and Tuscany with Rome

By Indus Travels
preferred
4.6/5 Excellent
100+ reviews
Small Group Tour
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Assisi, Rome, Siena

Highlights

  • Discover the fascinating history of Rome on a guided walking tour
  • See the picturesque and historical city of Siena
  • Enjoy a tour of Assisi, one of the most important Christian sites in Europe
  • Go on an exciting truffle hunting experience with a local expert

What travelers are saying

"BUYER BEWARE!!! This company has a policy that if THEY cancel your trip…THEY get to keep your money and you get a credit the company. They cancelled my first trip..found out the hard way about their policy. Booked a trip…then had left over money so booked another…which they cancelled…again. Surprisingly…this time they offered a refund, but only gave me back the money I had put down…not what was left of “my credit”. So now I am forced to do business with a company I no longer wish to, that picks and chooses when to follow their own policy!! There are plenty of other travel agencies with similar tours…don’t give these guys your hard earned money for them to keep."

Trip dates & details
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8 days From$1,125
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Tuscany & Cinque Terre 2022
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Tuscany & Cinque Terre 2022

By Tauck
none
4.2/5 Great
100+ reviews
Small Group Tour
Lodging level
Premium - 4 star
Physical level
Moderate

Visits

Florence, Siena

Highlights

  • From under the Tuscan sun to the Italian Riviera... discover the stories behind the brilliance of Renaissance painters and sculptors from an art historian in Florence... prepare pasta with a chef and learn the finer points of olive oil tasting... For the culturally curious
  • this journey through Italy is a feeling that you've become much more savvy after an art history briefing. It's walking through the medieval alleys of Siena... or bicycling atop the walls of Lucca. It's laughter. It's sharing vino made from grapes in the vineyards you've just walked through and kicking back. It's about becoming a part of day-to-day Italy... and new views on life...Hear a recital by a concert pianist in his private palazzo and discover centuries of artistic excellence... enjoy the beauty of natural marble and Cinque Terre villages overlooking the sea
  • connected by walking trails... and go off-the-beaten-track for an Italian cultural connection unlike any other.

Themes

Cultural

What travelers are saying

"Sad to see a once good tour company stumble and fall into mediocrity. That’s Tauck post-Covid. My May 2023 tour of Normandy, Brittany and the Loire Valley was done on the cheap by Tauck, yet cost me thousands of dollars extra as a solo traveler on a special small-group tour. 

5-star hotels switched to 3 and 4 (without any compensation or explanation)… many more meals “on your own”… lots of “self-guided” tours of museums and chateaux and castles we knew nothing about… airline quality “rubber chicken” dinners, not in hotel restaurants, but in sad and isolated business convention spaces… poorly-trained newer Tour Directors (like the one on this tour) with limited experience traveling outside her tiny Canadian village or dealing with people from diverse backgrounds. She even confessed that this was a second gig job that took her away from her own business back home! You get what Tauck pays for, but unfortunately, not what YOU pay for. 

Speaking to a “Guest Relations” agent was comically pointless. She tried to make everything my fault, which I now understand is par for the course with the “new” post-Covid Tauck. Please reconsider spending huge amounts of your hard-earned money on a tour company that has lost its way and no longer delivers."

Trip dates & details
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8 days From$4,690
Price updated 1 year+ ago
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Lake Como, Venice, Florence & Rome 2021
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Lake Como, Venice, Florence & Rome 2021

By Tauck
none
4.2/5 Great
100+ reviews
Small Group Tour
Lodging level
Premium - 4 star
Physical level
Moderate

Visits

Florence, Rome, Siena, Venice

Highlights

  • When you think of Italy...you evoke thoughts of leisurely cruises on picturesque lakes lined with villas against the backdrop of the Italian Alps... the Byzantine grandeur of San Marco and serenades aboard gondolas in the age-old canals of Venice... Florentine art and architecture that sing of life in the Renaissance
  • and a stroll in the garden where opera was born... a glass of Chianti in a sidewalk café in hilltop Siena... the haunting ruins of Imperial Rome... hand-painted frescoes whose eloquence is most poignantly experienced in the Sistine Chapel
  • after the day’s crowds depart...From Michelangelo's masterpieces to the glories of Ancient Rome
  • the art and drama of the ages inspire our journeys in Italy including Lake Como
  • Venice
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Themes

Cultural

What travelers are saying

"Sad to see a once good tour company stumble and fall into mediocrity. That’s Tauck post-Covid. My May 2023 tour of Normandy, Brittany and the Loire Valley was done on the cheap by Tauck, yet cost me thousands of dollars extra as a solo traveler on a special small-group tour. 

5-star hotels switched to 3 and 4 (without any compensation or explanation)… many more meals “on your own”… lots of “self-guided” tours of museums and chateaux and castles we knew nothing about… airline quality “rubber chicken” dinners, not in hotel restaurants, but in sad and isolated business convention spaces… poorly-trained newer Tour Directors (like the one on this tour) with limited experience traveling outside her tiny Canadian village or dealing with people from diverse backgrounds. She even confessed that this was a second gig job that took her away from her own business back home! You get what Tauck pays for, but unfortunately, not what YOU pay for. 

Speaking to a “Guest Relations” agent was comically pointless. She tried to make everything my fault, which I now understand is par for the course with the “new” post-Covid Tauck. Please reconsider spending huge amounts of your hard-earned money on a tour company that has lost its way and no longer delivers."

Trip dates & details
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10 days From$7,690
Price updated 1 year+ ago
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A Taste of Italy
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A Taste of Italy

By Sarracini Travel
none
4.8/5 Excellent
14 reviews
Private Guided
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Assisi, Bologna, Florence, Padua, Rome, Siena, Venice

Highlights

  • Gaze upon the Vatican Museums, St. Peter's Basilica and the Sistine Chapel with Skip-the-Line tickets
  • Explore the medieval cities of Assisi, Siena Bologna and Padua
  • Venture around beautiful Florence, the “Cradle of Renaissance”
  • Have lunch in Piazza Santa Croce, in the heart of Florence
  • Discover the romantic and floating city of Venice with Skip-the-Line tickets
Show more

Themes

Cultural, Family Friendly

What travelers are saying

"We were given the wrong hotel name from Franca in Zagreb. We were also given the wrong hotel name from Franca in Dubrovnik. Very disappointing and we were thoroughly inconvenienced! Your team is not as professional as we would have as expected... They need to be retrained/coached."

Trip dates & details
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8 days From$1,331
Price was last confirmed this year

Health Safety +

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Tuscany Biking
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Tuscany Biking

By Butterfield & Robinson
none
5/5 Excellent
74 reviews
Small Group Tour
Lodging level
Luxury - 5 star
Physical level
Moderate
Trip pace
Balanced schedule

Visits

Florence, Siena, Tuscany

Highlights

  • Enjoy tasting of Tuscan reds
  • Explore vine-covered hills of Chianti
  • Explore Siena
  • Visit a private wine estate for a tasting

Themes

50 plus, Cycling & Biking

What travelers are saying

"Butterfield and Robinson just planned and executed a great, great trip for us to the Amalfi coast. All the services and hotels were wonderful and the guides were great fun and and well informed. Many nice surprises along the way and an itinerary we would have had trouble putting together on our own was effortless. All guides were well trained the transportation and drivers were polite and on time. The recommended hotels were amazing. We loved every minute of our vacation."

Trip dates & details
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6 days From$5,295
Price updated 1 year+ ago
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Village Italy in 14 Days Tour
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Village Italy in 14 Days Tour

By Rick Steves
preferred
4.2/5 Great
23 reviews
Group Tour
Lodging level
Standard - 3 star
Physical level
Strenuous
Trip pace
Balanced schedule

Visits

Assisi, Cinque Terre, Lucca, Padua, Siena, Tuscany, Umbria, Venice

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 andLigurian Coast boat excursion

Themes

50 plus, Cultural, Hiking & Walking

What travelers are saying

"We purchased two backpacks from Rick Steves Europe. One of them arrived damaged and unusable. Their website says that you must contact them if you receive damaged merchandise. I have attempted to email them through their website and I have left 3 voicemails (nobody answers the phone, ever!) and nobody has contacted me back. At this point, it seems like I've been ripped off. Buyer beware. Extremely disappointed."

Trip dates & details
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14 days From$3,995
Price updated 1 year+ ago
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Heart of Italy in 9 Days Tour
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Heart of Italy in 9 Days Tour

By Rick Steves
preferred
4.2/5 Great
23 reviews
Group Tour
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Balanced schedule

Visits

Cinque Terre, Colosseum, Florence, Lucca, Naples, Pantheon, Rome, Sistine Chapel, St. Peter's Basilica, Tuscany, Vatican City

Highlights

  • Experience Ancient Rome walking tour
  • Discover Colosseum tour and Roman Forum tour
  • Visit St. Peter's Basilica ,Vatican Museum and Sistine Chapel
  • ExploreGuarnacci Etruscan Museum tour

Themes

50 plus, Cultural, Hiking & Walking

What travelers are saying

"We purchased two backpacks from Rick Steves Europe. One of them arrived damaged and unusable. Their website says that you must contact them if you receive damaged merchandise. I have attempted to email them through their website and I have left 3 voicemails (nobody answers the phone, ever!) and nobody has contacted me back. At this point, it seems like I've been ripped off. Buyer beware. Extremely disappointed."

Trip dates & details
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9 days From$2,295
Price updated 1 year+ ago
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Italy's Great Cities
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Italy's Great Cities

By Globus
none
4.7/5 Excellent
100+ reviews
Small Group Tour
Lodging level
Premium - 4 star
Physical level
Very Easy
Trip pace
Balanced schedule

Visits

Assisi, Florence, Pisa, Rome, San Gimignano, Siena, Tuscany, Umbria, Venice

Highlights

  • Rome : Special welcome dinner at a local restaurant; guided sightseeing, visit the Vatican Museums and Sistine Chapel, St. Peter’s Square and Basilica, and the Colosseum; farewell dinner at a local restaurant
  • Assisi : Visit St. Francis Basilica
  • Venice : Private boat ride; guided walking tour, visit St. Mark’s Square and Basilica, Doges’ Palace and the Bridge of Sighs; glassblower demonstration
  • Pisa: Marvel at the legendary Leaning Tower
  • Florence: Guided walking tour, visit Michelangelo’s David and Signoria Square, and Santa Croce Basilica; taste a traditional gelato
Show more

Themes

50 plus, Cultural

What travelers are saying

"This tour has amazing sites, good hotels in great locations, great pace BUT the tour director that was assigned to be with our small group added nothing to the experience. He did not give us any info, tell us about what we were seeing, give us any info at all. The only time he talked was to tell us when the next bathroom break would be. Apparently this is common for Globus to use retirees starting another chapter. Our guide was 76 and had no energy. Travel with Gate 1 or Intreped.... guides can make or break a tour."

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9 days From$3,399
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Siena Reviews & Ratings

4.7/5  Excellent
94  Reviews
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Excellent
819
Great
269
Average
34
Disappointing
11
Terrible
6
A

Anonymous

Oct 2018

Provided byExodus Travels

Excellent hol

Great weather. Lovely group of people. Superb tour leaders (Bex and David). Food and wine was great. Ditto scenery. Really sorry to come home. If you are reasonabl...

Tour:  Tuscany: Cycle Siena & Chianti

A

Anonymous

Oct 2018

Provided byExodus Travels

Cycling Siena and Chianti

Great cycle routes, well planned stops, good climbs and descents. Reaching the tops of some of the more challenging hills Jon was a fabulous group leader, well org...

Tour:  Tuscany: Cycle Siena & Chianti

A

Anonymous

Oct 2018

Provided byExodus Travels

Lovely Hol

Second trip with Exodus. Lovely holiday cycling through Tuscany, finishing in Florence. Lots of clmb, but not too severe. Great weather, food & wine. Group we...

Tour:  Tuscany: Cycle Siena & Chianti

A

Anonymous

Oct 2018

Provided byExodus Travels

Siena cycle trip review

organised and well supported cycle trip through beautiful tuscan countryside with visits to Florence and siena. Not one specific thing but generally enjoyed the cha...

Tour:  Tuscany: Cycle Siena & Chianti

A

Anonymous

Oct 2018

Provided byExodus Travels

Great trip, difficulty rating a bit misleading

Our second trip with Exodus. A really good group of cyclists to ride and socialize with. Leaders Becs and David did a great job supporting us and handling both t...

Tour:  Tuscany: Cycle Siena & Chianti

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