
Tuscany In-depth Cultural Tours & Trips
Explore a wide diversity of tours through Tuscany. We have 21 tours that vary from 3 days to 9 days. With the greatest number of departures in September, this is also the most popular time of the year.
- Unlock your extra savings
- 24/7 expert travel advice
- Personal tour recommendations
Valentine's Week Sale
Whether you're looking for a romantic getaway or you just want to escape all those pink hearts, we can all appreciate a great deal.
By clicking "Unlock Now" you accept our Terms & Conditions
- Unlock your extra savings
- 24/7 expert travel advice
- Personal tour recommendations
Tuscany In-depth Cultural Tours & Trips
Chianti Walking & Wine
"Almost everything was very good or excellent. In particular: (1) Our guide Liz (superb..."
Instant Booking- destinations
- Pisa, Greve in Chianti, Montefioralle, Siena, Castellina in Chianti, Fonterutoli, Florence, Montauto, San Gimignano+8 more
- starts/ ends in
- Pisa / San Gimignano
- age range
- 18 to 99 year olds
- Country Region
- Central Italy, Tuscany
- Travel style
- In-depth Cultural, Wine tasting+1 more
- operator
- Exodus Travels
- Duration
- 8 days
- Price per day
- $167
- From
- US$1,339
You save $566 Apr 20198 spaces left13 Apr 20198 spaces leftMore informationTuscan Treats
"This was everything I wanted in a smalller, localized tour. Shopping was available,..."
- destinations
- Florence, Lucca, Cinque Terra, Pisa, Volterra, Siena, Chianti Region+5 more
- starts/ ends in
- Florence / Florence
- age range
- 13 to 80 year olds
- accommodation
- Hotel
- transport
- Mini-coach
- Country Region
- Central Italy, Tuscany
- Travel style
- Coach / Bus
- operator
- Back-Roads Touring
-9%- Duration
- 7 days
- Price per day
- $296
- From $2,269
- US$2,070
You save $20022 Feb 20197 spaces left15 Mar 201910+ spaces leftMore informationRome and Tuscan Highlights 2019
"Fabio was an excellent tour guide. He emailed us prior to arrival to let us know..."
Instant Booking- destinations
- Rome, Montecatini, Siena, San Gimignano, Vinci, Pisa, Florence, Assisi+6 more
- starts/ ends in
- Rome / Rome
- age range
- 5 to 99 year olds
- accommodation
- Hotel
- transport
- Coach / Bus
- Country Region
- Central Italy, Tuscany
- Travel style
- Coach / Bus
- operator
- Trafalgar
- Duration
- 9 days
- Price per day
- $286
- From
- US$2,575
26 Apr 201910+ spaces left3 May 20199 spaces leftMore informationRome & Wines of Tuscany and Cinque Terre (7 days/6 nights)
"Superb Italian tour and probably the most fun during our seven weeks in Europe. Our..."
Instant Booking- destinations
- Rome, Grosseto, Pisa, La Spezia, Portovenere, Cinque Terra, Lucca, Montaperti, Radda in Chianti, San Gimignano, Siena, Montepulciano, Pienza+10 more
- starts/ ends in
- Rome / Rome
- age range
- 6 to 75 year olds
- accommodation
- Hotel
- transport
- Coach / Bus, Boat, Private Vehicle+1 more
- Country Region
- Central Italy, Tuscany
- Travel style
- Coach / Bus
- operator
- Gartour by Destination Italia
- Duration
- 7 days
- Price per day
- $188
- From
- US$1,319
You save $555 Apr 201910+ spaces left19 Apr 201910+ spaces leftMore informationWines of Tuscany & Cinque Terre (4 days/3 nights)
"Great schedule with some fantastic sights and experiences. The transport was a very..."
Instant Booking- destinations
- Rome, Grosseto, Pisa, La Spezia, Portovenere, Cinque Terra, Lucca, Montaperti, Radda in Chianti, San Gimignano, Siena, Montepulciano, Pienza+10 more
- starts/ ends in
- Rome / Rome
- age range
- 6 to 75 year olds
- accommodation
- Hotel
- transport
- Train & Rail, Coach / Bus, Boat, Private Vehicle+2 more
- Country Region
- Central Italy, Tuscany
- Travel style
- Coach / Bus
- operator
- Gartour by Destination Italia
- Duration
- 4 days
- Price per day
- $228
- From
- US$912
You save $387 Apr 201910+ spaces left21 Apr 201910+ spaces leftMore informationGourmet Tuscany
"Ursula was a fabulous guide. They were a variety of day tours and extras to keep..."
- destinations
- Montecatini, Vinci
- starts/ ends in
- Montecatini / Montecatini
- age range
- 8 to 99 year olds
- accommodation
- Hotel
- transport
- Coach / Bus
- Country Region
- Central Italy, Tuscany
- Travel style
- Food & Culinary, Local Living, Historical+2 more
- operator
- Cosmos
- Duration
- 8 days
- Price per day
- $182
- From
- US$1,459
19 May 201910 spaces left26 May 20197 spaces leftMore informationRome, Florence & Venice - Small Group Tour
"Great guides and fantastic tour leader. She was informative and enthusiastic. We..."
Instant Booking- destinations
- Rome, Vatican City, Siena, Chianti Region, Florence, Venice+4 more
- starts/ ends in
- Rome / Venice
- age range
- 10 to 99 year olds
- accommodation
- Hotel
- transport
- Coach / Bus
- Country Region
- Central Italy, Tuscany
- operator
- Flag Travel Holidays
-30%- Duration
- 9 days
- Price per day
- $169
- From $2,177
- US$1,525
You save $6515 Apr 20194 spaces left12 Apr 20198 spaces leftMore informationGenuinely Tuscan
"All perfect, Claudia, our tour leader was outstanding. Hotels charming in a fantastic..."
Instant Booking- destinations
- Florence, Siena, San Gimignano, Chianti Region, Montepulciano, Pienza, Cortona+5 more
- starts/ ends in
- Florence / Cortona
- age range
- 10 to 99 year olds
- accommodation
- Hotel
- transport
- Coach / Bus
- Country Region
- Central Italy, Tuscany
- Travel style
- Adventure
- operator
- Flag Travel Holidays
- Duration
- 7 days
- Price per day
- $293
- From
- US$2,052
You save $855 Apr 20198 spaces left12 Apr 20198 spaces leftMore informationUnique 8 days in Tuscany Adventure with a local
8 day local living tour through Florence, Figline Valdarno, Arezzo and 8 other destinations in Italy
Instant Booking- destinations
- Florence, Figline Valdarno, Arezzo, Anghiari, San Gimignano, Volterra, Chianti Region, Montalcino, Bagni San Filippo, Siena, Monteriggioni+10 more
- starts/ ends in
- Florence / Florence
- age range
- 21 to 75 year olds
- accommodation
- Villa
- transport
- Private Vehicle
- Country Region
- Central Italy, Tuscany, New Italy tours for 2019+1 more
- Travel style
- Food & Culinary, Discovery, In-depth Cultural+2 more
- operator
- Tuscany Untouched Tours
Deal- Duration
- 8 days
- Price per day
- $265
- From
- US$2,122
You save $8827 Apr 20198 spaces left4 May 20198 spaces leftMore informationTuscany Wine Trails & The Enchanting Cinque Terre
4 day in-depth cultural tour through Rome, Grosseto, Pisa and 10 other destinations in Italy
Instant Booking- destinations
- Rome, Grosseto, Pisa, La Spezia, Cinque Terra, Lucca, Montaperti, Radda in Chianti, San Gimignano, Siena, Castelnuovo Berardenga, Montepulciano, Pienza+10 more
- starts/ ends in
- Rome / Rome
- age range
- 10 to 99 year olds
- accommodation
- Hotel
- transport
- Train & Rail, Coach / Bus, Boat+1 more
- Country Region
- Central Italy, Tuscany
- Travel style
- Wine tasting
- operator
- Acampora Travel
- Duration
- 4 days
- Price per day
- $228
- From
- US$912
You save $387 Apr 20194 spaces left21 Apr 20194 spaces leftMore informationTuscany wine tour with the locals
8 day local living tour through Florence, San Gimignano, Montiano and 5 other destinations in Italy
Instant Booking- destinations
- Florence, San Gimignano, Montiano, Siena, Bolgheri, Montalcino, Montepulciano, Chianti Region+7 more
- starts/ ends in
- Florence / Florence
- age range
- 18 to 75 year olds
- accommodation
- Villa, Resort
- transport
- Private Vehicle, Mini-coach+1 more
- Country Region
- Central Italy, Tuscany, New Italy tours for 2019+1 more
- Travel style
- Food & Culinary, Discovery, In-depth Cultural+2 more
- operator
- Tuscany Untouched Tours
Deal- Duration
- 8 days
- Price per day
- $302
- From
- US$2,419
You save $10127 Apr 20198 spaces left4 May 20198 spaces leftMore informationThe best of Tuscany - 5 days
5 day in-depth cultural tour through Florence, Pisa, Lucca, Pistoia, Tuscany in Italy
Instant Booking- destinations
- Florence, Pisa, Lucca, Pistoia, Tuscany+2 more
- starts/ ends in
- Florence / Florence
- age range
- 5 to 99 year olds
- accommodation
- Hotel
- transport
- Coach / Bus, Mini-coach
- Country Region
- Central Italy, Tuscany
- Travel style
- Christmas & New Year
- operator
- Taotravel
- Duration
- 5 days
- Price per day
- $186
- From
- US$928
You save $3926 May 201910+ spaces left16 Jun 201910+ spaces leftMore informationWinter in Italy with Venice Carnival
9 day venice carnival tour through Rome, Florence, Pisa, Venice in Italy
Instant Booking- destinations
- Rome, Florence, Pisa, Venice+1 more
- starts/ ends in
- Rome / Venice
- age range
- 12 to 70 year olds
- accommodation
- Hotel
- transport
- Train & Rail, Local Transport+1 more
- Country Region
- Central Italy, Tuscany
- Travel style
- In-depth Cultural
- operator
- G Adventures
- Duration
- 9 days
- Price per day
- $181
- From
- US$1,631
You save $6826 Feb 20191 space left18 Feb 202010+ spaces leftMore information4 day Tuscany Tour from Rome
4 day historical tour through Rome, Siena, Orvieto and 7 other destinations in Italy
Instant Booking- destinations
- Rome, Siena, Orvieto, San Gimignano, Volterra, Lucca, Chianti Region, Pienza, Montepulciano, Montalcino+7 more
- starts/ ends in
- Rome / Rome
- age range
- 4 to 80 year olds
- accommodation
- Hotel
- transport
- Coach / Bus, Mini-coach
- Country Region
- Central Italy, Tuscany
- Travel style
- Discovery, In-depth Cultural+1 more
- operator
- Europeando Europa
- Duration
- 4 days
- Price per day
- $236
- From
- US$945
You save $394 Apr 20198 spaces left20 Apr 20198 spaces leftMore informationBike tour, Tuscany, Italy (guided groups)
"In September 2017, our group of 4 cyclists did the Umbria bicycle tour with Chain..."
Instant Booking- destinations
- Florence, San Gimignano, Panzano, Greve in Chianti, Radda in Chianti, Vagliagli, Monteriggioni, Siena, Asciano, SI, Montalcino, Pienza, Montepulciano+11 more
- starts/ ends in
- Florence / Montepulciano
- age range
- 12 to 80 year olds
- Country Region
- Central Italy, Tuscany
- Travel style
- In-depth Cultural, Wine tasting+1 more
- operator
- The Chain Gang Cycle Tours
- Duration
- 6 days
- Price per day
- $242
- From
- US$1,454
You save $617 Sep 20198 spaces left21 Sep 20198 spaces leftMore information
Tuscany In-depth Cultural Tour Reviews
"Almost everything was very good or excellent. In particular: (1) Our guide Liz (superb..."
Chianti Walking & Wine"Tuscan Treats & the Cinque Terre - awesome tour - great Company. Tour guide and Bus..."
Tuscan Treats"The later start to the day and more free time was really appreciated. Nice to have..."
Rome and Tuscan Highlights 2019"Superb Italian tour and probably the most fun during our seven weeks in Europe. Our..."
Rome & Wines of Tuscany and Cinque Terre (7 days/6 nights)"Well designed tour. A great balance of scenery, history, walking, wines and even..."
Wines of Tuscany & Cinque Terre (4 days/3 nights)"Ursula was a fabulous guide. They were a variety of day tours and extras to keep..."
Gourmet Tuscany
Other Regions in Italy
- South Italy355
- Central Italy318
- Northern Italy151
- Campania122
- Apulia59
- Italian Alps56
- Veneto35
- Piedmont28