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Siena Trips & Tours

All Siena tours, river cruises, expedition cruises, and adventure trips. Find the best guided trips and expert planned vacation and holiday packages from over 600 tour companies. 82 trips found. 45 reviews with an average rating of 4.8 for all Siena trips. See all Siena Reviews

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Tuscany Biking tour

Cycling & Biking

5.0 | Excellent | 28 Reviews
6 Days
$ 833 per day
Type: Small Group Tour
Lodging:
Luxury - 5 star

Luxury - 5 star Lodging LevelThe highest level of comfort and service. All accomodations are in four or five star hotels, boutique lodges or high-end homestays.

Physical:
Moderate

Moderate Physical LevelRegular walking or cycling over moderately long, hilly, or bumpy distances. Some public transport or utility vehicles such as safari jeeps.

Visits: Italy, Florence, Siena, Tuscany
From
$ 4,995

Highlights

  • Enjoy tasting of Tuscan reds
  • Explore vine-covered hills of Chianti
  • Explore Siena
  • Visit a private wine estate for a tasting
More
Self-Guided Cycle Via Francigena to Rome tour

Education / Learning

4.6 | Excellent | 65 Reviews
9 Days
$ 190 per day
Type: Self-guided / Independent Tour
Lodging:
Value - 3 star

Value - 3 star Lodging LevelMid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.

Physical:
Moderate

Moderate Physical LevelRegular walking or cycling over moderately long, hilly, or bumpy distances. Some public transport or utility vehicles such as safari jeeps.

Visits: Italy, Rome, Siena
From
$ 1,670

Highlights

  • Cycle the Via Francigena - an ancient pilgrimage trail through Tuscany and Lazio from Siena to Rome
  • Explore medieval fortresses - as well as churches, a Roman amphitheatre and ancient walled hamlets
  • Stunning views - hilltop villages, open valleys, cypress woods and olive groves
  • Visit the thermal baths of Bagno Vignoni - cycle alongside the volcanic Lake Bolsena
  • River Tevere cycle path - Follow the picturesque cycle path to reach the gates of Vatican City
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Bravo Italia tour

Cultural

by
4.3 | Great | 30 Reviews
13 Days
$ 175 per day
Type: Group Tour
Lodging:
Value - 3 star

Value - 3 star Lodging LevelMid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.

Physical:
Moderate

Moderate Physical LevelRegular walking or cycling over moderately long, hilly, or bumpy distances. Some public transport or utility vehicles such as safari jeeps.

Visits: Italy, Assisi, Cinque Terre, Colosseum, Florence, Isle of Capri, Lake Garda, Lucca, Pisa, Rome, Siena, Venice, Verona, Positano
From
$ 2,279

Highlights

  • Train day-pass for the Cinque Terre area
  • Tuscan winery tour & al fresco dinner
  • Gondola ride in Venice
  • Local guides in Assisi, Siena, Florence & Lucca
  • Welcome & farewell dinner in Rome
More
Italys Pilgrim Trail Italys Pilgrim Trail - CostSaver tour

Cultural, Education / Learning

4.5 | Great | 100+ Reviews
12 Days
$ 165 per day
Type: Group Tour
Lodging:
Value - 3 star

Value - 3 star Lodging LevelMid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.

Physical:
Easy

Easy Physical LevelSome walking over short or flat distances. Some trips may include cycling options. Some are wheelchair friendly (check for individual trips). Some cruises.

Visits: Italy, Assisi, Florence, Padua, Rome, Siena, Venice
From
$ 1,975

Highlights

  • Assisi
  • Florence
  • Lanciano
  • Loreto
  • Monte Cassino
  • Padua
  • Pietrelcina
  • Rome
  • Siena
  • Venice
More
Espresso Italia tour

Cultural

by
4.3 | Great | 30 Reviews
8 Days
$ 232 per day
Type: Group Tour
Lodging:
Value - 3 star

Value - 3 star Lodging LevelMid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.

Physical:
Moderate

Moderate Physical LevelRegular walking or cycling over moderately long, hilly, or bumpy distances. Some public transport or utility vehicles such as safari jeeps.

Visits: Italy, Assisi, Florence, Isle of Capri, Positano, Rome, Siena
From
$ 1,858

Highlights

  • Tuscan winery experience & al fresco dinner
  • Walking tour of Florence with local guide, Siena and Assisi
More
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Rome and Tuscan Highlights Summer 2018 tour

Cultural, Education / Learning

4.5 | Great | 100+ Reviews
9 Days
$ 258 per day
Type: Group Tour
Lodging:
Premium - 4 star

Premium - 4 star Lodging Level3 to 4 star western hotel equivalents. While not all lodging will be 'luxury' they will be quite comfortable by western standards.

Physical:
Easy

Easy Physical LevelSome walking over short or flat distances. Some trips may include cycling options. Some are wheelchair friendly (check for individual trips). Some cruises.

Visits: Italy, Florence, Rome, Siena, Tuscany
From
$ 2,325

Highlights

  • City tour in Rome, Pisa and Florence
  • Views of the ancient sites of Rome including the Colosseum, the Leaning Tower of Pisa, Santa Croce Basilica and the Duomo in Florence
  • Visit St. Peter's Basilica, the Tuscan city of Siena, the medieval town of San Gimignano, the Leonardiano Museum in the town of Vinci, the Vatican Museums and Sistine Chapel
More
Italy to Croatia Highlights tour

Cultural

4.8 | Excellent | 100+ Reviews
14 Days
$ 200 per day
Type: Small Group Tour
Lodging:
Value - 3 star

Value - 3 star Lodging LevelMid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.

Physical:
Easy

Easy Physical LevelSome walking over short or flat distances. Some trips may include cycling options. Some are wheelchair friendly (check for individual trips). Some cruises.

Visits: Croatia, Italy, Dubrovnik, Florence, Rome, Split, Venice, Diocletian's Palace, Siena
From
$ 2,799

Highlights

  • Explore gorgeous italian cities
  • Savour a florentine wine tasting
  • Sail the sparkling waters off hvar
  • Wander the bright red rooftops of dubrovnik
More
Winter in Italy with Venice Carnival tour

Cultural, Festivals & Special Events

4.8 | Excellent | 100+ Reviews
9 Days
$ 189 per day
Type: Small Group Tour
Lodging:
Value - 3 star

Value - 3 star Lodging LevelMid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.

Physical:
Easy

Easy Physical LevelSome walking over short or flat distances. Some trips may include cycling options. Some are wheelchair friendly (check for individual trips). Some cruises.

Visits: Italy, Florence, Pisa, Rome, Venice, Colosseum, Siena, Tuscany
From
$ 1,699

Highlights

  • Revel with the venetians through the lively streets of venice carnival
  • Explore florence's museums and markets
  • Set eyes on the leaning tower of pisa
More
Local Living Italy—Tuscany San Gimignano tour

Local Immersion & Homestays, Cultural, Nature & Wildlife, Rafting, Kayaking, Canoeing

4.8 | Excellent | 100+ Reviews
7 Days
$ 200 per day
Type: Small Group Tour
Lodging:
Value - 3 star

Value - 3 star Lodging LevelMid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.

Physical:
Easy

Easy Physical LevelSome walking over short or flat distances. Some trips may include cycling options. Some are wheelchair friendly (check for individual trips). Some cruises.

Visits: Italy, Florence, Rome, Siena
From
$ 1,399

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
More
Ultimate Italy tour

Cultural

4.8 | Excellent | 100+ Reviews
14 Days
$ 200 per day
Type: Small Group Tour
Lodging:
Value - 3 star

Value - 3 star Lodging LevelMid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.

Physical:
Easy

Easy Physical LevelSome walking over short or flat distances. Some trips may include cycling options. Some are wheelchair friendly (check for individual trips). Some cruises.

Visits: Italy, Cinque Terre, Florence, Lake Como, Pisa, Rome, Siena, Tuscany, Venice, Colosseum, Lucca, Milan
From
$ 2,799

Highlights

  • Experience medieval and renaissance delights
  • Discover a passion for regional wines and italian cuisine
  • Savour the sea views and tuscan hills
  • Explore the elegant countryside of lake como by boat
  • Wander over the canals and bridges of venice
More
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