What are the best options for Italy Wine Tasting & Winery Tours?

According to verified reviews on City Sky Diving and TripAdvisor, the best Italy Wine Tasting & Winery Tours are: Montalcino: Brunello Wine Tasting & Lunch in a Tuscan Castle Piedmont Winery Tour: Taste Barolo, Barbaresco & Traditional Food Pizza Cooking Class with Tiramisù and Wine Tasting in Milan Classic Wine Tasting with Traditional Tuscan Products Tuscany Bike Tours Through the Chianti Hills with Wine Tasting

What are the best kid-friendly options for Italy Wine Tasting & Winery Tours Tours?

According to verified reviews on City Sky Diving and TripAdvisor, the best kid-friendly Italy Wine Tasting & Winery Tours are: Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery Eat Like a Local: Venice 3-Hour Small-Group Food Tasting Tour Locals' Rome Food Tour:Campo de Fiori, Jewish Ghetto & Trastevere Winner 2026: Rome Trastevere Luxury Food Tour with Fine Wine Rome: Award Winning Trastevere Group Food Tour with Wine View all kid-friendly Tours →

Which Italy Wine Tasting & Winery Tours have Instant Confirmation?

Italy Wine Tasting & Winery Tours with Instant Confirmation include: Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery Pasta & Pesto Class with a View, plus Tiramisù & opt. Market Tour Eat Like a Local: Venice 3-Hour Small-Group Food Tasting Tour Locals' Rome Food Tour:Campo de Fiori, Jewish Ghetto & Trastevere Winner 2026: Rome Trastevere Luxury Food Tour with Fine Wine View all Tours with Instant Confirmation →

Which Italy Wine Tasting & Winery Tours have Free Cancellation?

Italy Wine Tasting & Winery Tours with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include: Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery Pasta & Pesto Class with a View, plus Tiramisù & opt. Market Tour Eat Like a Local: Venice 3-Hour Small-Group Food Tasting Tour Locals' Rome Food Tour:Campo de Fiori, Jewish Ghetto & Trastevere Winner 2026: Rome Trastevere Luxury Food Tour with Fine Wine View all Tours with Free Cancellation →

I need a ride! Which Italy Wine Tasting & Winery Tours have Hotel Pickup?

No problem. These Italy Wine Tasting & Winery Tours include Hotel Pickup: Sorrento Farm by Tuk Tuk: Cheese, Limoncello & Hands-On Pizza Private 6-Hour Tour of Three Etna Wineries with food&wine tasting Olive oil tasting in Sorrento Tour Etna and Wine Tasting Mt Etna and Wine tasting tour from Catania View all Tours with Hotel Pickup →

Got any more Italy trip ideas?

We sure do. Check out our curated lists of hand-picked Italy Tours. Top 10 Italy 2026 Senior-friendly tours Italy The best tours and activities for culture lovers in Italy Top Day Trips from Italy Things to do in Italy this summer View all Italy Trip Ideas →

What are the most popular styles of Tours and Activities in Italy?

Based on our sales data over the past year, the most popular styles of tours and activities in Italy are: Italy Luxury & Special Occasions Italy Luxury Tours Italy Tours & Sightseeing Italy Cultural & Theme Tours Italy Walking & Biking Tours View all tour styles in Italy →

Italy Wine Tasting & Winery Tours

Rewards

Rewards is a loyalty program operated by City Sky Diving. Rewards may be earned by any eligible person holding a City Sky Diving account, subject to the City Sky Diving customer Terms of Use.
Your account and your rewards balance are shared across all our participating sites, including cooldestinations.com. Rewards earned on any participating site can be redeemed on any other participating site.

Earning rewards

Rewards can be earned by making bookings on City Sky Diving or on any other participating site. You will see the value of the rewards you can earn during the booking process.
Earned rewards will be issued in a pending state and will move to a confirmed state 24 hours after the start time of the experience.
Earned rewards will be available to redeem once they are no longer in a pending state.
For bookings that are moved to a different travel date, the rewards will be redeemable after the amended travel date.
If a booking where rewards were issued is canceled, the earned rewards will not be redeemable and will be moved to a canceled state.

Redeeming rewards

To redeem rewards, you must be logged into your City Sky Diving account. You can redeem them on City Sky Diving or on any other participating site.
Any available rewards will be automatically applied the next time you make a booking, and their value will be deducted from your order at checkout, unless you switch them off at checkout. Bookings made using rewards are subject to the standard City Sky Diving customer Terms of Use.
You will not be able to redeem only a portion of your available rewards at checkout. It is only possible to redeem all or none of your available rewards.
There is no minimum order value required to redeem your rewards. This means that you can pay for 100% of your order with rewards.
Rewards are non-transferable and cannot be redeemed for cash.
If rewards are redeemed against a booking that is canceled or refunded, the rewards will be reissued to your account.

Miscellaneous

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Interpretation & Definitions

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The words of which the initial letter is capitalized have meanings defined under the following conditions.

Definitions
For the purposes of these Terms and Conditions (please note: the following definitions shall have the same meaning regardless of whether they appear in singular or in plural):

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Third-party Social Media Service means any services or content (including data, information, products, or services) provided by a third-party that may be displayed, included, or made available by the Service.
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You means the individual accessing or using the Service, or the company, or other legal entity on behalf of which such individual is accessing or using the Service, as applicable.

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These are the Terms and Conditions governing the use of this Service and the agreement that operates between You and the Company. These Terms and Conditions set out the rights and obligations of all users regarding the use of the Service.

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Our Service may contain links to third-party websites or services that are not owned or controlled by the Company.

The Company has no control over and assumes no responsibility for, the content, privacy policies, or practices of any third-party websites or services. You further acknowledge and agree that the Company shall not be responsible or liable, directly or indirectly, for any damage or loss caused or alleged to be caused by or in connection with the use of or reliance on any such content, goods or services available on or through any such web sites or services.

We strongly advise You to read the terms and conditions and privacy policies of any third-party websites or services that You visit.

Cancellation Policies

City Sky Diving uses three different cancellation policies, depending on your specific Tour or Activity. Please be sure to verify which one applies to your chosen experience before confirming your Booking.

This information can be found on every Experience we offer under the Cancellation Policy section, as well as on the checkout page.

Standard Cancellation Policy — A majority of our activity cancellations are free up to 24 hours before the activity commencement time (based on the local time of the activity).

All Sales Final — If any Goods or Services are designated as ‘All Sales Final’ or with materially similar messaging (which includes but is not limited to all group bookings booked through our Group Bookings Department), it is non-refundable, and it will not be possible to change or cancel it after making a Booking for any reason.

Non-Standard Cancellation Policy — A minority of Goods or Services have other, different cancellation policies. In all circumstances, you must check the cancellation policy contained in the applicable Product listing at the time of your Booking, which is the policy that will apply to and govern the terms of your cancellation and any refunds.

Cancelling Your Reservation

To cancel your Reservation you must contact City Sky Diving as soon as possible.

Cancellation Due To Bad Weather
If your Activity Operator must cancel due to bad weather and cannot accommodate you on another day, you will be issued a refund. Please be aware before issuing a refund, City Sky Diving will confirm if this is the case. Please note, this is only a valid reason if the Tour Operator cancels the tour.

If Tour Operator Cancels Tour or Excursion
If, for some reason, a Tour Operator cancels and cannot accommodate you on another day or at another time, you will be offered a refund and the option to take the trip. In the event of cancellation due to bad weather, City Sky Diving will confirm this before authorizing a refund.

Refunds

No refunds are available once an Experience has commenced, or for any package components that have started to be utilized.
- If your Experience materially differed from its description, please contact us within 7 days. We investigate every report and, where warranted, will provide an appropriate remedy.
- Credit card disputes filed for services delivered as described are contested with full documentation, including redemption records, and this agreement.
Wherever possible, refunds are handled via our automated online system. In some cases, your refund request will require verification from various parties, and that work is done exclusively via email.
Approved refunds will be issued to your original method of payment within thirty (30 days) from the date of the approval.

Adjusting Your Reservation

Contact our office directly to make any adjustments to your reservations. If you call and reach voicemail, please leave a message including time, date, number of guests attending, and the name of the Tour or Excursion.
If you adjust your reservation, a voucher will be issued and applied to your new reservation date. Subsequently, a revised confirmation will be emailed to you.
If the newly adjusted Activity is canceled for any reason, a store credit will be issued. A non-refundable change fee of $25 per adult ticket will be applied at the time of reservation change.

Customer Responsibility

Showing Up Late
If you or a member of your party shows up late and are consequently not able to participate you will still be responsible for the full amount of the Tour, Activity, or Excursion.

No Shows
If you, or a member of your party, do not show up for your Tour, Activity, or Excursion you will be responsible for the full amount of reservation.

Unsatisfactory Activity Experience
If you experience an issue of any sort with a Tour, Activity, or Excursion you have booked via City Sky Diving, immediately bring this to the attention of the Tour, Activity, or Excursion’s operator. Make your concerns and complaints heard with the person in charge so that you may reach an agreeable solution immediately. Do not wait until you return from your vacation. If, for some reason, you feel a partial or full refund is merited, you must make this known on the same day of your Tour or Excursion.

Payment Dispute Policy

If You have any concerns or disputes about the Service, You agree first to try to resolve the dispute informally by contacting the Company.

Termination

We may terminate or suspend Your Account immediately, without prior notice or liability, for any reason whatsoever, including without limitation if You breach these Terms and Conditions.

Upon termination, Your right to use the Service will cease immediately. If You wish to terminate Your Account, You may simply discontinue using the Service.

Limitation of Liability

Notwithstanding any damages that You might incur, the entire liability of the Company and any of its suppliers under any provision of this Terms and Your exclusive remedy for all of the foregoing shall be limited to the amount actually paid by You through the Service or 100 USD if You haven’t purchased anything through the Service.

To the maximum extent permitted by applicable law, in no event shall the Company or its suppliers be liable for any special, incidental, indirect, or consequential damages whatsoever (including, but not limited to, damages for loss of profits, loss of data or other information, for business interruption, for personal injury, loss of privacy arising out of or in any way related to the use of or inability to use the Service, third-party software and/or third-party hardware used with the Service, or otherwise in connection with any provision of this Terms), even if the Company or any supplier has been advised of the possibility of such damages and even if the remedy fails of its essential purpose.

Arrangements set forth in Your Booking are made solely for the convenience of the Ticket Holder and are at Ticket Holder’s risk. The Providers of such Services are independent contractors and are not acting as agents or representatives of City Sky Diving, or their respective affiliates or subsidiaries. In no event shall City Sky Diving be liable for any accident or harm to Ticket Holders, which occurs as a result of any acts, omissions, or negligence of any independent contractors.

Some states do not allow the exclusion of implied warranties or limitation of liability for incidental or consequential damages, which means that some of the above limitations may not apply. In these states, each party’s liability will be limited to the greatest extent permitted by law.

“AS IS” and “AS AVAILABLE” Disclaimer

The Service is provided to You “AS IS” and “AS AVAILABLE” and with all faults and defects without warranty of any kind. To the maximum extent permitted under applicable law, the Company, on its own behalf and on behalf of its Affiliates and its and their respective licensors and service providers, expressly disclaims all warranties, whether express, implied, statutory or otherwise, with respect to the Service, including all implied warranties of merchantability, fitness for a particular purpose, title and non-infringement, and warranties that may arise out of course of dealing, course of performance, usage or trade practice. Without limitation to the foregoing, the Company provides no warranty or undertaking, and makes no representation of any kind that the Service will meet Your requirements, achieve any intended results, be compatible or work with any other software, applications, systems or services, operate without interruption, meet any performance or reliability standards or be error free or that any errors or defects can or will be corrected.

Without limiting the foregoing, neither the Company nor any of the company’s provider makes any representation or warranty of any kind, express or implied: (i) as to the operation or availability of the Service, or the information, content, and materials or products included thereon; (ii) that the Service will be uninterrupted or error-free; (iii) as to the accuracy, reliability, or currency of any information or content provided through the Service; or (iv) that the Service, its servers, the content, or e-mails sent from or on behalf of the Company are free of viruses, scripts, trojan horses, worms, malware, timebombs or other harmful components.

Some jurisdictions do not allow the exclusion of certain types of warranties or limitations on applicable statutory rights of a consumer, so some or all of the above exclusions and limitations may not apply to You. But in such a case the exclusions and limitations set forth in this section shall be applied to the greatest extent enforceable under applicable law.

Governing Law

The laws of the Country, excluding its conflicts of law rules, shall govern this Terms and Your use of the Service. Your use of the Application may also be subject to other local, state, national, or international laws.

For European Union (EU) Users

If You are a European Union consumer, you will benefit from any mandatory provisions of the law of the country in which you are resident in.

United States Federal Government End Use Provisions

If You are a U.S. federal government end user, our Service is a “Commercial Item” as that term is defined at 48 C.F.R. §2.101.

United States Legal Compliance

You represent and warrant that (i) You are not located in a country that is subject to the United States government embargo, or that has been designated by the United States government as a “terrorist supporting” country, and (ii) You are not listed on any United States government list of prohibited or restricted parties.

Severability and Waiver

Severability
If any provision of these Terms is held to be unenforceable or invalid, such provision will be changed and interpreted to accomplish the objectives of such provision to the greatest extent possible under applicable law and the remaining provisions will continue in full force and effect.

Waiver
Except as provided herein, the failure to exercise a right or to require performance of an obligation under this Terms shall not effect a party’s ability to exercise such right or require such performance at any time thereafter nor shall be the waiver of a breach constitute a waiver of any subsequent breach.

Translation Interpretation

These Terms and Conditions may have been translated if We have made them available to You on our Service.

You agree that the original English text shall prevail in the case of a dispute.

Changes to These Terms and Conditions

We reserve the right, at Our sole discretion, to modify or replace these Terms at any time. If a revision is material We will make reasonable efforts to provide at least 30 days’ notice prior to any new terms taking effect. What constitutes a material change will be determined at Our sole discretion.

By continuing to access or use Our Service after those revisions become effective, You agree to be bound by the revised terms. If You do not agree to the new terms, in whole or in part, please stop using the website and the Service.

Italy Wine Tasting & Winery Tours

Italy Tours

Attractions

Guides

Calendar

Wine Tasting Tour from Taormina

Abellonio Cascina Piccaluga - visit to the vineyards, to the wine tasting cellar

Bolgheri: Classic Wine Tasting with Winery Tour

Small Group Prosecco Experience - from Venice

Full-Day Small-Group Truffle Hunting in Tuscany with Lunch

Barolo & Barbaresco Wine Tour with a Sommelier

My Farm: Farm Tour, Wine Tasting & Pasta Class

Authentic Sicily Family Olive Grove Tour & Oil & Wine Tasting

Pastamania Venice: Roll, Cook, Eat Pasta & Gelato

Private Venice Food Tour with Rialto Market Visit

From Rome: Tuscany, Montepulciano Tour with Wine Tasting & Lunch

Chianti Half-day Wine Tour in the Tuscan's Hills from Pisa

Rome Food Tour in Trastevere with Pasta and Wine

Chianti Wineries Tour, Medieval Villages, Lunch, Wine Tastings

Discover Chianti Through its Wines

Chianti Classico and Super Tuscan 3 Winery Tour

Parma Food Valley Gourmet Private Tour Easy

Bologna Walking Food Tour and Highlights with a Local Guide

Siena and San Gimignano from Rome: Wine Tasting Tour in Tuscany

Lake Como : 2h Small-Group Boat Tour with Prosecco & Villas

Tasting of 5 Wines with Typical Products in Sorrento

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