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Tuscany Wine tasting Tours & Trips

Tuscany Wine tasting Tours & Trips

Explore a wide diversity of tours through Tuscany. We have 12 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.

Secure your getaway with a $99 DEPOSIT
ends on 30 Apr 2019

12 Tuscany Wine tasting trips with 31 reviews

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  • FLORENCE CITY BREAK - 3DAYS/2NIGHTS

    "I am 21 years old and myself and 3 of my friends (ages 18-20) booked this tour as..."
    Instant Booking
    Just $99 deposit
    destinations
    Florence, Chianti Region, San Gimignano+2 more
    starts/ ends in
    Florence / Florence
    age range
    18 to 39 year olds
    accommodation
    Hostel
    transport
    Private Vehicle
    Country Region
    Central Italy, Tuscany
    Travel style
    Discovery, Christmas & New Year+1 more
    operator
    Italy on a Budget Tours
    Duration
    3 days
    Price per day
    $47
    From
    US$140
    You save $4
    2 May 2019
    10 spaces left
    5 May 2019
    10 spaces left
    View tour
    More information
  • Luxury romantic wine escape in Chianti

    4 day wine tasting tour through Castellina in Chianti, Ulignano, San Gimignano in Italy

    Instant Booking
    Just $99 deposit
    destinations
    Castellina in Chianti, Ulignano, San Gimignano+2 more
    starts/ ends in
    Castellina in Chianti / Castellina in Chianti
    age range
    20 to 85 year olds
    accommodation
    Hotel
    transport
    Private Vehicle
    Country Region
    Central Italy, Tuscany
    operator
    Piceno Tour
    Duration
    4 days
    Price per day
    $186
    From
    US$746
    You save $23
    28 Apr 2019
    6 spaces left
    29 Apr 2019
    6 spaces left
    View tour
    More information
  • Tuscany Wine Tour from Rome

    3 day wine tasting tour through Rome, Tuscany, Scansano and 3 other destinations in Italy

    Instant Booking
    Just $99 deposit
    destinations
    Rome, Tuscany, Scansano, Figline Valdarno, Bolgheri, Chianti Region+4 more
    starts/ ends in
    Rome / Rome
    age range
    18 to 75 year olds
    accommodation
    Villa
    transport
    Private Vehicle, Mini-coach+1 more
    Country Region
    Central Italy, Tuscany
    Travel style
    Food & Culinary, Local Living+1 more
    operator
    Tuscany Untouched Tours
    Duration
    3 days
    Price per day
    $459
    From
    US$1,378
    You save $43
    12 May 2019
    8 spaces left
    13 May 2019
    8 spaces left
    View tour
    More information
  • Private Gourmet Wine Tour in Tuscany, Italy

    4 day wine tasting tour through Florence, Chianti Region, Montalcino and 6 other destinations in Italy

    Just $99 deposit
    destinations
    Florence, Chianti Region, Montalcino, Siena, Volterra, San Gimignano, Portovenere, Riomaggiore, Pisa+8 more
    starts/ ends in
    Florence / Pisa
    age range
    24 to 86 year olds
    accommodation
    Hotel
    transport
    Private Vehicle, Mini-coach+1 more
    Country Region
    Central Italy, Tuscany
    operator
    Soleto Travel
    Duration
    4 days
    Price per day
    $376
    From
    US$1,504
    You save $47
    4 May 2019
    10 spaces left
    11 May 2019
    10 spaces left
    View tour
    More information
  • Chianti Walking & Wine

    "Almost everything was very good or excellent. In particular: (1) Our guide Liz (superb..."
    Instant Booking
    Just $99 deposit
    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
    -5%
    Duration
    8 days
    Price per day
    $174
    From
    $1,475
    US$1,395
    Sign up to save $108
    4 May 2019
    3 spaces left
    11 May 2019
    2 spaces left
    View tour
    More information
  • Tuscany Wine Tour

    6 day wine tasting tour through Florence, Greve in Chianti, Montalcino, Siena, Montepulciano in Italy

    Instant Booking
    Just $99 deposit
    destinations
    Florence, Greve in Chianti, Montalcino, Siena, Montepulciano+4 more
    starts/ ends in
    Florence / Florence
    age range
    18 to 99 year olds
    accommodation
    Villa
    Country Region
    Central Italy, Tuscany
    Travel style
    Discovery
    operator
    Food N’ Wine Vacations
    Duration
    6 days
    Price per day
    $484
    From
    US$2,905
    You save $90
    View tour
    More information
  • The Best of Tuscany - 4 Days

    "I had a great time on my tour with Italy on a budget! Gabriela was an awesome tour..."
    Instant Booking
    Just $99 deposit
    destinations
    Florence, Chianti Region, San Gimignano, Tuscany, Pisa, Cinque Terra+5 more
    starts/ ends in
    Florence / Florence
    age range
    18 to 39 year olds
    accommodation
    Hostel
    transport
    Private Vehicle, Mini-coach+1 more
    Country Region
    Central Italy, Tuscany
    Travel style
    Local Living, Christmas & New Year, Wine tasting+2 more
    operator
    Italy on a Budget Tours
    Duration
    4 days
    Price per day
    $67
    From
    US$270
    You save $8
    28 Apr 2019
    10+ spaces left
    29 Apr 2019
    10+ spaces left
    View tour
    More information
  • Tuscany Wine Trails & The Enchanting Cinque Terre

    4 day in-depth cultural tour through Rome, Grosseto, Pisa and 10 other destinations in Italy

    Instant Booking
    Just $99 deposit
    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
    $234
    From
    US$937
    Sign up to save $19
    26 May 2019
    4 spaces left
    2 Jun 2019
    4 spaces left
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    More information
  • Bike tour, Tuscany, Italy (guided groups)

    "Had a fabulous week cycling through beautiful countryside in Tuscany with The Chain..."
    Instant Booking
    Just $99 deposit
    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
    $316
    From
    US$1,896
    You save $59
    7 Sep 2019
    8 spaces left
    21 Sep 2019
    8 spaces left
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    More information
  • Headwater - Secrets of San Gimignano Self-Guided Cycling

    9 day self-guided cycling tour through Volterra, Pancole, San Gimignano, Colle di Val D'elsa in Italy

    Just $99 deposit
    destinations
    Volterra, Pancole, San Gimignano, Colle di Val D'elsa+2 more
    starts/ ends in
    Volterra / Volterra
    age range
    8 to 99 year olds
    accommodation
    Hotel
    Country Region
    Central Italy, Tuscany
    Travel style
    Self-Guided, Bicycle, Wine tasting+1 more
    operator
    Exodus Travels
    Duration
    9 days
    Price per day
    $272
    From
    US$2,445
    Sign up to save $49
    29 Apr 2019
    8 spaces left
    1 May 2019
    8 spaces left
    View tour
    More information
  • Wines of Tuscany & Cinque Terre

    4 day discovery tour through Rome, Grosseto, Pisa and 11 other destinations in Italy

    Just $99 deposit
    destinations
    Rome, Grosseto, Pisa, La Spezia, Portovenere, Cinque Terra, Lucca, San Gimignano, Radda in Chianti, Siena, Montaperti, Castelnuovo Berardenga, Montepulciano, Pienza+11 more
    starts/ ends in
    Rome / Rome
    age range
    8 to 80 year olds
    accommodation
    Hotel
    transport
    Train & Rail, Coach / Bus, Boat+1 more
    Country Region
    Central Italy, Tuscany
    Travel style
    Historical, Wine tasting
    operator
    Omega Tours
    Duration
    4 days
    Price per day
    $242
    From
    US$967
    You save $30
    5 May 2019
    10+ spaces left
    12 May 2019
    10+ spaces left
    View tour
    More information
  • Wine Trails of Classic Tuscany

    8 day hiking & trekking tour through Pisa, Volpaia, Castellina in Chianti and 11 other destinations in Italy

    Instant Booking
    Just $99 deposit
    destinations
    Pisa, Volpaia, Castellina in Chianti, Castelvecchio NP, San Gimignano, Monteriggioni, Siena, Pienza, Monticchiello, Montepulciano, San Quirico D'orcia, Val d'Orcia, Montalcino, Florence+12 more
    starts/ ends in
    Pisa / Florence
    age range
    14 to 85 year olds
    accommodation
    Hotel, Guesthouse
    transport
    Train & Rail, Coach / Bus
    Country Region
    Central Italy, Tuscany
    Travel style
    Walking Tour, Sightseeing, Wine tasting+1 more
    operator
    Explore!
    Duration
    8 days
    Price per day
    $170
    From
    US$1,362
    You save $28
    2 Jun 2019
    10+ spaces left
    22 Sep 2019
    10+ spaces left
    View tour
    More information

Tuscany Wine tasting Tour Reviews

  • "I am 21 years old and myself and 3 of my friends (ages 18-20) booked this tour as..."
    FLORENCE CITY BREAK - 3DAYS/2NIGHTS
  • "Almost everything was very good or excellent. In particular: (1) Our guide Liz (superb..."
    Chianti Walking & Wine
  • "I had a great time on my tour with Italy on a budget! Gabriela was an awesome tour..."
    The Best of Tuscany - 4 Days
  • "I have now completed two tours with The Chain Gang and both were excellent, with..."
    Bike tour, Tuscany, Italy (guided groups)