Siena Tours & Trip Packages

Siena Tours & Trips

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

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Escorted Tours Of Tuscany
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By Alma Italia
Local Expert
Verified by Travelstride as locally operated and in the top of their field for customer reviews, local knowledge, and safety.
5/5 Excellent
14 reviews
Private Guided
Why we love them
They focus on creating unique and exclusive experiences including one of a kind private tours, tastings of rare wines and local cuisine.
Lodging level
Luxury - 5 star
Physical level
Easy
Trip pace
Full schedule

Visits

Florence, Leaning Tower of Pisa, Lucca, Pisa, Rome, San Gimignano, Siena, Tuscany

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.
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Themes

Culinary & Wine, Nature & Wildlife

What travelers are saying

"My first trip to Italy was beyond my expectations. Alessio (Alma Italia Travel) is knowledgeable, accommodating, and his love for his country is apparent in how he guides guests through each exquisite destination. Alessio thoughtfully coordinates and plans out each day and is respectful of the guests requests for adjustments to the agenda or rest time to truly take in the beauty of Italy. There isn't a day that goes by where I don't long to return to Italy and breathe in that Tuscan air, sip on the rich olive oils and bright wines, and watch the sun rise and fall through the hills. I highly recommend booking your trip of a lifetime with Alma Italia. You'll be gifted a true authentic experience!"

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Italian Discovery
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By Eskapas
preferred
4.7/5 Excellent
100+ reviews
Small Group Tour
Why we love them
They introduce their travelers to real locals through their selection of guides and off-the-beaten-path restaurants and attractions.
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Assisi, Bologna, Florence, Isle of Capri, Leaning Tower of Pisa, Naples, Padua, Rome, Siena, Sorrento, Venice

Highlights

  • - Most comprehensive itinerary of Northern and Southern Italy - Fully escorted - Private arrival and departure airport transfers - Free Rome walking tour by night

Themes

Cultural, Family Friendly, Photography

What travelers are saying

"Wonderful, we really liked it."

Trip dates & details
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Tuscany: Cycle Siena & Chianti
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4.8/5 Excellent
100+ reviews
Small Group Tour
Why we love them
With a huge range of trip styles and themes, they cater to basically every type of traveler out there- even those with super specific interests.
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Balanced schedule

Visits

Florence, Siena, Tuscany

Highlights

  • Explore the cultural cities of Siena and Florence
  • Enjoy Tuscan cuisine and wine
  • Visit some of the most beautiful hilltop towns in the region
  • Ride along the scenic country roads of classic Tuscany

Themes

Cultural, Cycling & Biking

What travelers are saying

"Discover Costa Rica is a great itinerary, covering varied habitats around the country and staying 2 nights each at 6 centres. Their birdwatching specials are led by local experts who really know their stuff."

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Barcelona to Rome
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4.8/5 Excellent
100+ reviews
Small Group Tour
Why we love them
They’re very committed to sustainable and responsible tourism and contribute to important initiatives like climate action.
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Arles, Barcelona, Cinque Terre, Florence, La Spezia, Nice, Pisa, Rome, Siena, Tuscany, Vatican City

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.

Themes

Cultural, High Adventure, Local Immersion & Homestays

What travelers are saying

"We joined the Intrepid “Real Italy Food Tour” and enjoyed it thoroughly. Our tour guide, Micol, was very knowledgeable and provided us with lots of good information. It seems Micol knew many of the staff of the venues we visited, including the pasta making class we attended. Our group of 11 travelers was extremely compatible, which greatly added to the fun and enjoyment."

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Local Living Italy—Tuscany San Gimignano
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4.6/5 Excellent
100+ reviews
Small Group Tour
Why we love them
They’ve partnered with well-known names like National Geographic and the Jane Goodall Institute to offer unique experiences unavailable elsewhere.
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Florence, Rome, San Gimignano, Siena

Highlights

  • Share an apartment in our local friend ugo's home
  • Eat delicious tuscan cuisine and sample regional wines
  • Stroll the lanes of medieval san gimignano
  • Walk along the beautiful tuscan countryside
  • Make new friends at your home away from home

Themes

Cultural, Education / Learning, Local Immersion & Homestays, National Parks, Nature & Wildlife, Rafting, Kayaking, Canoeing, Transformative

What travelers are saying

"We spent two wonderful weeks touring several of the best destinations in Portugal & Spain with a group of 16 people. Our guide (Fredy) was from Spain and intimately familiar with the region, including its rich history, attractions, and food/beverages. The tour was well-paced using a combinations of private vehicles (small buses and cabs), trains, and an airplane ride as well as a fair amount of walking to get around these two beautiful countries. We extended our stay in Lisbon to see more attractions and took a side trip to Fatima, Obidos, and Nazare that was also excellent. Would have liked to have a bit more time in a couple of the cities, but we'll just have to plan another trip!"

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Gourmet Food & Fine Wine Tuscany Tours
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By Alma Italia
Local Expert
Verified by Travelstride as locally operated and in the top of their field for customer reviews, local knowledge, and safety.
5/5 Excellent
14 reviews
Private Guided
Why we love them
They focus on creating unique and exclusive experiences including one of a kind private tours, tastings of rare wines and local cuisine.
Lodging level
Luxury - 5 star
Physical level
Easy
Trip pace
Full schedule

Visits

Florence, San Gimignano, Siena, Tuscany

Highlights

  • Swim in the stunning outdoor pool with a panoramic hilltop view overlooking the Chianti scenery
  • Enjoy a full-day tour that combines a cooking class and wine tasting
  • Enjoy a traditional Tuscan dinner in a trattoria in Florence
  • Enjoy cycling at your own pace on peaceful country lanes

Themes

Culinary & Wine, Nature & Wildlife

What travelers are saying

"My first trip to Italy was beyond my expectations. Alessio (Alma Italia Travel) is knowledgeable, accommodating, and his love for his country is apparent in how he guides guests through each exquisite destination. Alessio thoughtfully coordinates and plans out each day and is respectful of the guests requests for adjustments to the agenda or rest time to truly take in the beauty of Italy. There isn't a day that goes by where I don't long to return to Italy and breathe in that Tuscan air, sip on the rich olive oils and bright wines, and watch the sun rise and fall through the hills. I highly recommend booking your trip of a lifetime with Alma Italia. You'll be gifted a true authentic experience!"

Trip dates & details
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Volterra to San Gimignano Walk
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4.7/5 Excellent
100+ reviews
Self-Guided / Independent Tour
Why we love them
With a huge range of trip styles and themes, they cater to basically every type of traveler out there- even those with super specific interests.
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Balanced schedule

Visits

San Gimignano, Siena

Highlights

  • Quintessential Italian landscapes: rolling hills, sunflowers, endless vines and hilltop hamlets
  • Scenic walking on Etruscan trails and pilgrims' paths; wildlife in abundance
  • Exceptionally friendly hotels with gorgeous swimming pools
  • Mouth-watering local cuisine; world-famous wines
  • Possible trips to Florence, Siena and Pisa

Themes

Hiking & Walking

What travelers are saying

"Discover Costa Rica is a great itinerary, covering varied habitats around the country and staying 2 nights each at 6 centres. Their birdwatching specials are led by local experts who really know their stuff."

Trip dates & details
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Health Safety +

Generous cancellation

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Premium Rome to Dubrovnik
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4.5/5 Excellent
100+ reviews
Small Group Tour
Why we love them
They’re very committed to sustainable and responsible tourism and contribute to important initiatives like climate action.
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Full schedule

Visits

Colosseum, Croatia, Dubrovnik, Florence, Forum, Lake Bled, Ljubljana, Pisa, Rome, San Gimignano, Siena, Split, Tuscany, Venice

Highlights

  • Explore Rome’s iconic Colosseum under moonlight during an Exclusive Experience evening tour. Walk in the footsteps of gladiators without the jostling daytime crowds.
  • Enjoy three memorable Feature Stays - a converted castle hotel in the rolling vineyards of Tuscany's Chianti region, a tranquil hotel on a private island in Istria and an exquisite1776 building in Split.
  • Delight in a truffle tasting in Motovun during an Exclusive Experience. Truffles are combined with local speciality dishes and a sommelier will pair your tasting with suitable Istrian wines to try.
  • Explore scenic Croatian towns with glittering harbors and ancient facades, including the resort town of Opatija and seaside Sibenik, where you'll explore the 15th century stone Cathedral of St. James, decorated with 71 sculpted faces.

Themes

High Adventure

What travelers are saying

"We joined the Intrepid “Real Italy Food Tour” and enjoyed it thoroughly. Our tour guide, Micol, was very knowledgeable and provided us with lots of good information. It seems Micol knew many of the staff of the venues we visited, including the pasta making class we attended. Our group of 11 travelers was extremely compatible, which greatly added to the fun and enjoyment."

Trip dates & details
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Health Safety +

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Siena Reviews & Ratings

4.7/5  Excellent
94  Reviews
See all Siena tour reviews
Excellent
819
Great
269
Average
34
Disappointing
11
Terrible
6
A

Anonymous

Oct 2018

Provided byExodus Travels

Amazing adventure!

This was my first cycling tour and tour with Exodus. I had an amazing experience! The trip was well planned and I feel like it had the prefect balance of cycling, ...

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...

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...

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...

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...

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