Multi-Day Tours

These are the big ones. The trips you pretend are about culture but somehow involve a lot of wine.

Looking for something shorter? Check out our Day Tours →

13 tours found

Moldova Wine Tour: Sip Happens Underground - Moldova wine tour
Most Popular
Popular

Moldova Wine Tour: Sip Happens Underground

Europe's least visited country, underground wine cities, Soviet nostalgia and gloriously tipsy secrets.

Next: 20 Aug 2026
Small group
5 days
From£600

Deposit: £99

Hawaii: Singles, Sunshine & Santa Pours - USA wine tour
USA
Popular

Hawaii: Singles, Sunshine & Santa Pours

Six days in Hawaii where you arrive on your own, quickly become part of the group and spend Christmas swapping winter for beaches, breweries and a very different kind of festive spirit.

Next: 23 Dec 2026
Small group
6 Days
From£1,995

Deposit: £99

Hops & Homicide: A Craft Beer Crawl Through America’s Darkest Stories - USA wine tour
USA
Popular

Hops & Homicide: A Craft Beer Crawl Through America’s Darkest Stories

Seven days. Multiple cities. Nights that escalate in all the right ways. Travel through the Midwest’s best craft beer scenes while uncovering real true crime stories tied to each location. By day, explore infamous sites; by night, dive into breweries, dive bars and great company. A small-group experience that’s part road trip, part storytelling and part very good nights out.

Next: 30 Aug 2026
Small group
7 Days
From£950

Deposit: £99

Los Angeles; Lights, Camera, Beer! - USA wine tour
USA
6 spots left

Los Angeles; Lights, Camera, Beer!

Eight days in Los Angeles where you arrive as a tourist and leave as a semi-professional performer, amateur paparazzi assistant and part-time wrestler…all held together by excellent craft beer.

Next: 1 Nov 2026
Small group
8 Days
From£2,500

Deposit: £99

The Just One More Glass Georgia Wine Tour - Georgia wine tour
Georgia
Popular

The Just One More Glass Georgia Wine Tour

Five days in Georgia: you arrive a polite wine drinker and leave giving emotional toasts, debating “minerality” like a philosopher and fully convinced a Georgian babushka could outdrink you 🍷

Next: 18 Sept 2026
Small group
6 Days
From£1,200

Deposit: £99

Ale-ien Encounters: Beer, UFOs and Cosmic Shenanigans  - USA wine tour
USA
Popular

Ale-ien Encounters: Beer, UFOs and Cosmic Shenanigans

Chase UFOs, drink excellent beer and question reality as you travel from Las Vegas to Roswell. Expect desert highways, alien bars, late nights and a group that quickly becomes your kind of weird. Part road trip, part beer tour, part “did we just see that?”

Next: 3 Oct 2026
Small group
6 Days
From£1,200

Deposit: £99

Florida Man Brewery Safari - USA wine tour
USA
Popular

Florida Man Brewery Safari

Explore the real Florida through craft beer, tiki bars, retirement discos, crystal-clear springs and colourful local characters. Expect sunshine, alligators, frozen cocktails and stories your friends may not entirely believe.

Next: 29 Jan 2027
Small group
9 Days
From£2,500

Deposit: £99

The Pour Identity: Georgia's Mystery Wine Adventure - Georgia wine tour
Georgia
Popular

The Pour Identity: Georgia's Mystery Wine Adventure

We tell you the country. After that, you're on a need-to-know basis. Seven days of wine, food, surprises and increasingly unreliable promises of "just one more glass".

Next: 21 Mar 2027
Small group
7 Days
From£1,600

Deposit: £99

The Irish Craic & Comedy Weekend - Ireland wine tour
Ireland

The Irish Craic & Comedy Weekend

A glorious long weekend exploring Dublin, Galway and Father Ted country. Expect legendary pubs, Irish whiskey, Atlantic scenery, live music and enough laughs to keep you smiling all the way home. Small groups, big pours and absolutely no guarantees that you'll leave knowing where your weekend went.

Next: 30 Aug 2026
Small group
4 Days
From£695

Deposit: £99

The Great British Boozer Trail - United Kingdom wine tour
United Kingdom

The Great British Boozer Trail

Next: 28 Aug 2026
Small group
4 Days
From£595

Deposit: £99

The Night of the Living Babushkas: A Moldovan Wine Tour & B-Movie Adventure - 7 Days wine tour
7 Days
Popular

The Night of the Living Babushkas: A Moldovan Wine Tour & B-Movie Adventure

A seven-day Moldovan wine tour where 12 complete strangers drink great wine, explore Soviet sights and, erm, make an intentionally terrible horror movie about zombie babushkas taking over the country. Direct it. Star in it. Survive it. Then watch the finished disaster at a red-carpet premiere on the final night. Rated R for rolling pins, red wine and regrettable acting.

Next: 10 Oct 2026
Small group
Moldova
From£995

Deposit: £99

Pubs, Puffins & Atlantic Chaos - Canada wine tour
Canada

Pubs, Puffins & Atlantic Chaos

Newfoundland is what happens when dramatic coastlines, Irish humour, giant icebergs and lively pubs all end up on the same island. Spend seven days chasing whales, listening to sea shanties, exploring colourful fishing villages and discovering why Newfoundlanders can turn a quick pint into a three-hour story.

Next: 21 Jun 2027
Small group
7 Days
From£1,495

Deposit: £99

Lost In Okinawa: Eight Days of Beer, Blue Zones & Brilliant Chaos - Japan wine tour
Japan
6 spots left

Lost In Okinawa: Eight Days of Beer, Blue Zones & Brilliant Chaos

Blue Zones by day. Booze Zones by night. Welcome to Okinawa.

Next: 20 Feb 2027
Small group
8 Days
From£1,395

Deposit: £99

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Tipple Tours

Possibly the most fun wine and beer tours in the world. We take wine seriously. Ourselves? Not so much.

Tipple Tours is a trading name of Tipple Tours Ltd, 4th Floor, Silverstream House, Fitzroy Street, London, W1T 6EB, United Kingdom.

Tours in Moldova and surrounding regions are operated by Smiling Grape Wine Tours SRL, str. Mihail Kogălniceanu 66, of. 4, Chișinău, Republic of Moldova.

Depending on the tour and booking location, payments may be processed by either Tipple Tours Ltd (UK) or Smiling Grape Wine Tours SRL (Moldova). The contracting entity will be specified at the time of booking.

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