Women tasting wine at a vineyard in Puglia
New
Italy

A Women-Only Wine Adventure in Puglia

The Sisterhood of the Travelling Wine Glass

5 Days Maximum 12 Ladies Lecce, Italy

Five wineries, one travelling sisterhood

Spend five days based in Lecce exploring Puglia’s wine country, with winery visits, Primitivo and Negroamaro tastings, local food and an olive oil experience. It’s a women-only small-group adventure with your own private room and no single supplement, so you can focus on the wine instead of negotiating bathroom shelf space.

Overview

Five days in Puglia, two winery visits, one excellent group of women and absolutely no need to pretend you can detect “notes of damp woodland” in a glass of wine.

We’ll make Lecce our base and explore the flavours of Salento, from bold Primitivo to Negroamaro. There’ll be vineyard visits and tastings, time to admire Lecce’s gloriously over-the-top Baroque streets, and a trip to discover why Puglia takes its olive oil very seriously. We’ll also roll up our sleeves for a hands-on Puglian cooking experience. Aprons are provided; claims of being “quite good at pasta” will be investigated.

The days are designed for enjoying yourself, not collecting attractions at competitive speed. Expect long lunches, local food, friendly guides and enough free time to explore Lecce at your own pace. Wine lovers are welcome, but wine experts are not required. “I like this one” is a perfectly respectable tasting note.

This is a women-only small-group adventure, ideal for solo travellers, friends, sisters, mothers and daughters. You’ll have your own private hotel room with no single supplement, so there’s no sharing a bathroom, negotiating the lights or discovering that someone else packs seven pairs of shoes for a five-day trip.

Come for the wine, stay for the food, the sunshine and the new travelling companions. Leave with a few favourite bottles, a camera full of Lecce and the confidence to pronounce *Primitivo* without looking around first.

Why This Tour is Special

  • Winery visits across Salento and Manduria
  • Taste Primitivo, Negroamaro and other local wines at the source
  • Explore Lecce, where even the buildings are showing off
  • Visit an olive oil producer and learn why Puglia takes its “liquid gold” seriously
  • Try a hands-on Puglian cooking experience
  • Enjoy long lunches and the occasional coastal detour
  • Women-only small group, welcoming to solo travellers
  • Your own private hotel room included, with no single supplement

The Tour-o-Meter

What to expect on this adventure

Wine tasting

Winery visits; someone’s favourite may change daily

Food

Pasta, olive oil and lunches that have no interest in being brief

Walking

Enough Lecce cobbles to justify sensible shoes

Adventure

Exploring Salento without anyone asking you to sleep in a vineyard

Wine snobbery

“I like this one” is a perfectly expert opinion

Free time

Room to explore, shop or conduct independent pastry research

Private-room comfort

Your room, your bathroom, your remote control

Upcoming Departures

21–25 September 2027

Only 12 spots left!

100% Guaranteed Departure · Book it. Pack it. We're going!

✓ Your own room included — no single supplement

Tour Itinerary

Day One

Day One: Welcome to Lecce, Sisterhood HQ

Arrive in Lecce, settle into your hotel and enjoy the thrill of having a room all to yourself. No bathroom negotiations, no mysterious damp towel and no need to pretend you’re asleep while someone else watches television at full volume.

We’ll meet for a welcome drink and dinner, where you’ll meet your travelling companions and get a gentle introduction to the days ahead. There’ll be local wine, good food and absolutely no icebreaker that involves sharing an embarrassing fact. We’re here to enjoy ourselves, not audition for a workplace away day.

Day Two

Lecce’s Baroque bling and winery visit one

After breakfast, we’ll explore Lecce’s historic centre, a place where the churches and palaces are so elaborately decorated they appear to have been told there was a prize for using the most stonework. Our guide will show us the city’s grand sights and tucked-away corners, with time for coffee and a local pastry. Scientific research has yet to establish whether one pasticciotto counts as breakfast or a cultural activity. We remain open to evidence.

Then we’ll head into Salento for our first winery visit. We’ll meet the people behind the wines, see how the local grapes become something much more interesting than a supermarket conversation starter and enjoy a guided tasting. There’s no exam afterwards and no need to announce “notes of blackberry” unless you actually detect a blackberry. Saying “that’s lovely” remains a valid and respected tasting note.

Back in Lecce, the evening is free to relax, explore or find dinner. Your Tour Leader can point you towards somewhere good; they cannot stop you ordering another plate of pasta. That decision rests with you.

Day Three

Manduria, Primitivo and winery visits two and three

Today we’re heading to Manduria where Primitivo is the local celebrity and has not yet become difficult to book for dinner. We’ll visit two wineries, each with its own take on the region’s wines and winemaking traditions. Expect cellar stories, tastings and a proper look at what makes these wines distinctive.

There’ll be a leisurely lunch between visits, because attempting two winery tastings without lunch would be poor planning and would also make the afternoon’s conversation revolve entirely around bread. We’ll have time to enjoy the food, compare favourite pours and discover who has become the group’s unofficial expert at spotting the best cheese.

After a full day in wine country, we’ll return to Lecce. Nobody needs to deliver a speech about the grapes. If you’ve found a new favourite, that’s more than enough.

Day Four

Winery visit four, olive oil and a hands-on dinner

We’ll make our fourth winery visit today, exploring more of Salento’s wines and meeting another local producer. Four wineries means four different perspectives, a pleasantly broad view of the region and a strong possibility that somebody will start taking photographs of barrels as if they’re old friends.

Then it’s time for olive oil. We’ll visit a local producer to taste Puglia’s famous liquid gold and learn why a peppery finish is a compliment. You’ll leave with a new appreciation for olive oil and perhaps a slightly judgmental attitude towards the bottle at home.

In the evening, we’ll roll up our sleeves for a hands-on Puglian cooking experience. Aprons are provided; claims of being “quite good at pasta” will be gently investigated. We’ll finish with a farewell dinner, raise a glass to the group and celebrate having made it through four winery visits without anyone being asked to identify a wine blindfolded.

Day Five

One last coffee, then home

After breakfast, it’s time to say goodbye to Lecce and your new travelling companions. There’ll be time for one last coffee and a final look around before departures.

You’ll head home with favourite wines, new friends, a camera full of Baroque architecture and the ability to say Primitivo with the confidence of someone who has spent several days conducting serious field research.

What's Included

Four nights’ accommodation in Lecce, with your own private room
Four breakfasts at the hotel
Four winery visits with guided tours and tastings
Local snacks to accompany selected winery tastings
Transport between the scheduled activities
A guided introduction to Lecce’s historic centre
An olive oil visit and tasting
A hands-on Puglian cooking experience
A welcome dinner and farewell dinner
A Tipple Tours host to keep the plans running smoothly

What's Not Included

Flights to and from Italy
Transfers between the airport and hotel
Most lunches and dinners, unless stated in the itinerary
Drinks outside the included winery tastings
Personal purchases, snacks and extra coffees
Travel insurance
Any hotel city tax charged locally

Practical Info

Getting There

Fly into Brindisi if you can: it’s the closest airport to Lecce. Bari is another option, though it leaves you further from our Puglian headquarters. You’ll need to arrange your own journey to the hotel; airport transfers aren’t included. Aim to arrive with enough time to unpack before the welcome drink, which is not technically a race.

What to Pack

Bring comfortable walking shoes for Lecce’s cobbles, light clothes, sunglasses and something a little smarter for dinner. Add a layer for cooler evenings and leave room in your suitcase for wine, olive oil and the souvenir you confidently said you weren’t going to buy. A small bottle protector is sensible; wrapping a bottle in your favourite jumper is a gamble.

Best Time to Visit

September so a chance of seeing the region in harvest season. Harvest dates vary, so grape-picking isn’t guaranteed; the wine tastings are the more dependable part of the plan.

Good to Know

This is a women-only small-group trip with four winery visits, so expect plenty of wine talk—but no tasting exams. Your own private room is included, with no single supplement. Most lunches and dinners, airport transfers and drinks outside the included tastings are extra. Bring questions, curiosity and a healthy respect for the power of a long Italian lunch.

This Tour is Perfect For

  • Women travelling solo who’d like good company without having to bring it with them
  • Friends, sisters, mothers and daughters ready for a proper Puglian adventure
  • Wine lovers who enjoy tasting more than discussing “hints of pencil shavings”
  • Curious drinkers keen to discover Primitivo, Negroamaro and four very different wineries
  • Anyone who believes a long Italian lunch deserves a place in the itinerary
  • Women who want a small group, their own room and no single supplement
  • Food lovers willing to learn that olive oil has more than one personality
  • Travellers who prefer memorable experiences to racing through a checklist

Coming on Your Own? Brilliant!

Travelling solo? You'll fit right in. Join a small group of fellow adventurers, make new friends and enjoy your own room with no single supplement on eligible departures. No need to bring a spare human.

Your own room included on this tour
Discover Our Solo Traveller Adventures

Perfect for Friends & Couples

Tipple Tours are even better when shared. Our tours are designed for relaxed conversations, long dinners and plenty of shared travel stories.

Keep Me Posted

Not ready to book? No problem. Leave your details and we'll tell you about new dates, availability and any special offers.

We'll only email you about this tour unless you tick the box above. No spam, ever.

Got Questions?

Not sure if this tour is right for you? Chat with Matt directly.

I'm Interested, But Need Convincing

From

£1,495

per person

100% Guaranteed Departure

Book it. Pack it. We're going! This departure is guaranteed, regardless of group size. Once you've booked, we won't cancel simply because there aren't enough guests.

Tipple Forever Deposit

Can't make your trip? Your £99 deposit is non-refundable, but transferable to another eligible Tipple Tours adventure or another person, subject to our transfer policy. Transfer policy

Big Adventures. Small Deposits.

Secure your place for just £99 and spread the rest

Deposit today£99
Remaining balance£1,396

Split into 2, 3 or 4 instalments at checkout

Small group (max 12)

Only £99 deposit to book

Pay in instalments · Secure payments

I'm Interested, But Need Convincing

What Happens After Booking?

Instant confirmation email

Full itinerary & packing tips sent

Group intro before departure

Your money is protected by PTS

✓ Deposit from £99 per person

✓ Pay in instalments available

✓ Real humans, not bots

Want a private experience?

Custom day trips & multi-day itineraries available

Enquire About Private Tours →

Travel agent or group organiser? Explore partnership opportunities

Questions About the Italy Tour

Everything you need to know before booking

Private & Custom Italy Wine Experiences

Want an Italian wine trip with just your group, or a region we don't run yet? We can arrange private departures and custom itineraries.

Custom Italian Wine Adventures

Tuscany, Piedmont, the Prosecco hills or Sicily? Tell us what you love to drink and we'll build a trip around it.

Private Groups & Celebrations

Birthdays, anniversaries or a gang of friends who take their Negronis seriously. Your dates, your group.

Spring and early autumn are ideal for vineyard visits, and autumn adds truffles.

You Might Also Like

More adventures for wine lovers and curious travellers

Ready to Book Your Spot?

Small groups. Limited departures. They tend to fill quickly.

Secure your place with just £99 · Pay the rest in instalments

No need to pay £1,495 upfront

We use cookies — sadly not the chocolate chip kind — to keep things running smoothly. For the important but slightly dull details, see our Privacy Page.