Siena Small Group Tours & Trip Packages
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Siena Small Group Tours & Trips

36 Siena trips. Tours from 15 tour companies. 95 reviews. 4.7/5 avg rating.

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22 trips exactly matchall of the the filters you selected.
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Small Group Tour
Tuscany: Cycle Siena & Chianti

Tuscany: Cycle Siena & Chianti

By Exodus Travels
premier
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."

Trip dates & details
Save this trip to your favorites or other list
-15%$3,450
8 days From$2,925
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Barcelona to Rome

Barcelona to Rome

By Intrepid Travel
premier
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."

Trip dates & details
Save this trip to your favorites or other list
-33%$7,290
15 days From$4,860
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Premium Rome to Dubrovnik

Premium Rome to Dubrovnik

By Intrepid Travel
premier
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
Save this trip to your favorites or other list
-39%$22,741
23 days From$13,860
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Premium Rome to Split

Premium Rome to Split

By Intrepid Travel
premier
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, Florence, Forum, Lake Bled, Ljubljana, Pisa, Rome, San Gimignano, Siena, Split, Tuscany, Venice

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.

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
Save this trip to your favorites or other list
-37%$16,288
16 days From$10,255
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Secrets of San Gimignano Cycling

Secrets of San Gimignano Cycling

By Exodus Travels
premier
4.7/5 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

San Gimignano, Siena

Highlights

  • Exhilarating cycling through open and totally unspoilt countryside
  • San Gimignano's soaring towers; Volterra's Etruscan treasures; great art cities of Florence, Pisa and Siena
  • Fabulous hotels all with stunning pools; superb cuisine and fine wines
  • Cypress-studded hills, sun-drenched olives, row upon row of sunflowers and world-famous vineyards
  • Pretty hamlets, hidden chapels, timeless vermilion villas

Themes

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."

Trip dates & details
Save this trip to your favorites or other list
-26%$4,300
9 days From$3,185
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Premium Italy in Depth

Premium Italy in Depth

By Intrepid Travel
premier
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

Visits

Colosseum, Florence, Forum, Lecce, Matera, Pompeii, Rome, San Gimignano, Siena, Tuscany, Venice

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.

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
Save this trip to your favorites or other list
-26%$16,575
15 days From$12,278
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Premium Sicily and Italy in Depth

Premium Sicily and Italy in Depth

By Intrepid Travel
premier
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

Visits

Agrigento, Bar, Catania, Colosseum, Florence, Forum, Lecce, Matera, Pompeii, Rome, San Gimignano, Sicily, Siena, Tuscany, Venice

Highlights

  • Take a step back in time and marvel at some of Italy’s most fascinating ancient monuments - explore Rome’s iconic Colosseum by moonlight and discover the ancient ruins of Pompeii with a local guide.
  • Get a taste for Italian specialties and visit a family-run winery to sample world-class drops in Tuscany, discover a local olive oil producer and taste their specialties on a farm that has been active since Roman times in Puglia and dig your hands into a traditional cooking class in Sicily.
  • Come face-to-face with Europe’s largest active volcano, Mount Etna, as you walk into the centre of an extinct crater and visit a lava cave.
  • Get the inside scoop on the best places to eat and explore with your locally-based leader joining you on orientation walks in some of Italy’s most captivating cities.
  • Stay in style with 3 Feature Stays, nestled in the heart of the rolling Tuscan hillside, in a once 13th-century Baronial Palace in Nardo and in a countryside estate built within a medieval watch tower in Baglio della Luna Foresteria.

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
Save this trip to your favorites or other list
-26%$26,760
24 days From$19,822
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Classic Chianti Cycling

Classic Chianti Cycling

By Exodus Travels
premier
4.7/5 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

San Gimignano, Siena

Highlights

  • Quintessential, Italian landscapes: rolling hills, endless vines, beautifully preserved honey-hued hamlets
  • Mostly 4-star hotels; gorgeous swimming pools; superb local cuisine
  • Scenic cycling through olive groves, fruit orchards and sunflowers
  • Spend 4 nights in Colle di Val d'Elsa: charming piazze, Sienese frescoes, easy access to Florence and Siena
  • Etruscan, Roman, Renaissance and Mediaeval art and architecture

Themes

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."

Trip dates & details
Save this trip to your favorites or other list
-26%$4,867
11 days From$3,605
More

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Siena Reviews & Ratings

4.7/5  Excellent
95  Reviews
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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, ...

Tour:  Tuscany: Cycle Siena & Chianti

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

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

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

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