Revealed: How to visit 30 destinations across seven countries from New York to Venice… using only 25 days of annual leave and spending just £1,358 on planes and trains

Do you dream of globetrotting but feel limited by your annual leave – and budget?

You may be surprised to learn that it’s possible to visit 30 destinations across seven countries in 55 days – using just 25 days of annual leave. And the total cost for travel? Under £1,400.

The itinerary has been dreamt up by flight-deal subscription service Jack’s Flight Club, which divides it into five separate 2024 holidays, spanning key dates that take advantage of UK bank holidays, from Easter to May Bank Holiday and Christmas.

It also combines flight deals and Trainline prices to create a trip with a starting price for travel of £1,358. This includes return flights to various European locations and New York, as well as all internal train fares to each destination.

Here is how it works…

EASTER – 16 DAYS OF EUROPEAN ADVENTURING

This 16-day break uses just eight days of annual leave and covers 11 cities – including Amsterdam, pictured – across four countries

Date  Location  Travel details  Train price Duration 
March 23 Cologne, Germany Fly from London Stansted to Cologne Bonn     
March 24 Dusseldorf, Germany Early train to Dusseldorf From £9 25m
March 25  Dortmund, Germany Early train to Dortmund From £19  1h10m 
March 26  Amsterdam, Netherlands Midday train to Amsterdam From £18  3h45m 
March 27 Amsterdam      
March 28 Utrecht, Netherlands Early train to Utrecht  From £9  26m 
March 29 Rotterdam, Netherlands  Early train to Rotterdam From £12 37m
March 30 Antwerp, Belgium Early train to Antwerp From £14 1h5m 
March 31 Brussels, Belgium Early train to Brussels From £10 52m 
April 1 Brussels      
April 2 Luxembourg, Luxembourg Midday train to Luxembourg From £23 3h17m 
April 3 Luxembourg       
April 4 Frankfurt, Germany Mid-morning train to Frankfurt From £28 4h15m
April 5 Frankfurt      
April 6 Bonn, Germany Early train to Bonn From £20 1h24m
April 7 Cologne / London Early train to Cologne. Return flight to London Stansted From £9 1h7m 

This 16-day break uses just eight days of annual leave and covers 11 cities across four countries from March 23 to April 7.

Fly from London Stansted to Cologne, Germany, and then take the train to Dusseldorf, Dortmund, Amsterdam, Utrecht, Rotterdam, Antwerp, Brussels, Luxembourg, Frankfurt and Bonn, before ending back in Cologne for your return flight.

Airfares start from £30 return for a 1h15m flight with Ryanair, according to Jack’s Flight Club.

Annual leave dates to book: March 25, 26, 27, 28 and April 2, 3, 4, 5. 

Overall travel cost: From £201 per person.

USA TRIP FOR EARLY MAY BANK HOLIDAY 

Book a return flight from London Gatwick to JFK Airport and explore New York City (pictured). Then hop on a train to explore Philadelphia, Baltimore, and Washington D.C

Book a return flight from London Gatwick to JFK Airport and explore New York City (pictured). Then hop on a train to explore Philadelphia, Baltimore, and Washington D.C

Date Location in U.S Travel details Train price Duration
May 4 New York City Fly from London Gatwick to JFK International  
May 5 New York City      
May 6 Philadelphia Early direct train to Philadelphia From £8 1h25m
May 7 Philadelphia      
May 8 Baltimore Early direct train to Baltimore From £4 1h17m
May 9 Baltimore       
May 10 Washington D.C Early direct train to Washington D.C From £4 40m
May 11 New York City Early direct train to New York From £26 3h20m 
May 12 New York City / London Return flight to London Gatwick    

Use just four days of annual leave for a nine-day trip in the U.S from May 4 to 12.

Book a return flight from London Gatwick to JFK Airport and explore New York City. Then hop on a train to explore Philadelphia, Baltimore, and Washington D.C before returning to the Big Apple for your flight home.

Airfares start from £400 return for an eight-hour flight with Virgin Atlantic or British Airways, according to Jack’s Flight Club.

Annual leave dates to book: May 7, 8, 9, 10. 

Overall travel cost: From £442 per person.

SPRING BANK HOLIDAY IN ITALY

Go on a mesmerising interrailing journey through the beautiful Italian countryside, stopping at the cities of Venice (pictured), Bologna, Florence, Pisa and Milan

Go on a mesmerising interrailing journey through the beautiful Italian countryside, stopping at the cities of Venice (pictured), Bologna, Florence, Pisa and Milan

Date Location in Italy Travel details Train price Duration
May 25 Milan Fly from Manchester to Milan Malpensa  
May 26 Milan      
May 27 Venice Midday direct train to Venice From £40 3h5m
May 28 Venice      
May 29 Bologna Early train to Bologna From £27 2h5m
May 30 Florence Train to Florence From £10 37m
May 31 Florence Early train to Pisa From £9 54m
June 1 Pisa Early train to Milan  From £17 54m
June 2 Milan / London Return flight to London Gatwick / Stansted   

Enjoy a nine-day break using just four days of annual leave, exploring five cities across Italy from May 25 to June 2.

Fly from Manchester to Milan Malpensa and then embark on an interrailing odyssey through the beautiful Italian countryside, stopping at the cities of Venice, Bologna, Florence, Pisa and Milan.

Flights start from £200 return for a two-hour flight with Ryanair, according to Jack’s Flight Club.

Annual leave dates to book: May 28, 29, 30, 31.

Overall travel cost: From £303 per person.

AUGUST BANK HOLIDAY ON THE FRENCH RIVIERA AND IN MONACO

This nine-day break uses four days of annual leave and covers four cities in the south of France, plus Monaco (pictured)

This nine-day break uses four days of annual leave and covers four cities in the south of France, plus Monaco (pictured)

Date Location in France Travel details Train price Duration
Aug 24 Marseilles Fly from London Gatwick / Stansted to Marseilles  
Aug 25 Toulon Early train to Toulon From £13 43m
Aug 26 Cannes Early train to Cannes From £23 1h13m
Aug 27 Nice Early train to Nice From £8 36m
Aug 28 Monaco Midday train to Monaco From £5 21m
Aug 29 Monaco      
Aug 30 Marseilles Early train to Marseille From £38 3h15m
Sept 1 Marseilles / London Return flight to London Gatwick / Stansted    

This nine-day break uses four days of annual leave and covers four cities in the south of France, plus Monaco, from August 24 to September 1.

Fly from London Gatwick or Stansted to Marseille, and then take the train to Toulon, Cannes, Nice and Monaco before ending back in Marseille for your return flight.

Flights start from £130 return for a one-hour 55-minute flight with Ryanair, according to Jack’s Flight Club.

Annual leave dates to book: August 27, 28, 29, 30. 

Overall travel cost: From £217 per person.

CHRISTMAS – FESTIVE FUN IN SWITZERLAND

Jet off to Geneva and explore Switzerland by rail, stopping at Lausanne, Fribourg, Bern (pictured), and Neuchatel

Jet off to Geneva and explore Switzerland by rail, stopping at Lausanne, Fribourg, Bern (pictured), and Neuchatel

Date Location in Switzerland Travel details Train price Duration
Dec 21 Geneva / Lausanne Fly from the UK* to Geneva, then catch a train to Lausanne From £7 35m
Dec 22 Lausanne      
Dec 23 Fribourg Midday train to Fribourg From £14 44m
Dec 24 Fribourg       
Dec 25 Fribourg       
Dec 26 Bern Train to Bern From £8 22m 
Dec 27 Bern      
Dec 28 Neuchatel Train to Neuchatel From £13 34m
Dec 29 Neuchatel      
Dec 30 Geneva Early train to Geneva From £13 1h13m
Dec 31 Geneva      
Jan 1 (**or Jan 2)  Geneva / London  Return flight to the UK*     
*London Gatwick / London Stansted / Glasgow / Edinburgh
**January 2 is a public holiday in Scotland
   

Use five days of annual leave for this 12-day festive break in Switzerland from December 21 to January 1 – or January 2 for Scots making it 13 days.

Book a return flight from the UK (London Gatwick, London Stansted, Glasgow or Edinburgh) to Geneva and then explore the country by rail, stopping at Lausanne, Fribourg, Bern, and Neuchatel before returning to Geneva.

Flights start from £140 return with British Airways, KLM or Jet2, and take two to four hours, depending on your airport and airline of choice.

Annual leave dates to book: December 23, 24, 27, 30, 31. 

Overall travel cost: From £195 per person.

HOW TO VISIT 30 DESTINATIONS IN 55 DAYS USING 25 ANNUAL LEAVE DAYS
Dates No. of days Annual leave days  Dates to take off work  Number of cities  Cities visited 
Mar 23 to Apr 7 16 Mar 25 to 28 and Apr 2 to 5  11 Cologne, Dusseldorf, Dortmund, Amsterdam, Utrecht, Rotterdam, Antwerp, Brussels, Luxembourg, Frankfurt
May 4 to 12 9 4 May 7 to 10 4 New York, Philadelphia, Baltimore, Washington
May 25 to June 2 9 4 May 28 to 31 5 Milan, Venice, Bologna, Florence, Pisa
Aug 24 to Sept 1 4 Aug 27 to 30  Marseille, Toulon, Cannes, Nice, Monaco
Dec 21 to Jan 1 (or Jan 2*)  12 or 13 Dec 23, 24, 27, 30, 31  Geneva, Lausanne, Fribourg, Bern, Neuchatel
TOTAL  55 or 56*    25 days  30 cities
*Those in Scotland get an additional day off with this hack as January 2 is a bank holiday

Katy Maclure, editor of The Detour weekly newsletter by Jack’s Flight Club, said: ‘Many people tend to feel restricted by the amount of time they are able to take off from work.

‘Choosing the right days to book off on annual leave can feel stressful to some, with people putting pressure on themselves to make the most of their time off.

‘We understand the value of a good holiday and believe everyone should have the opportunity to travel more during their precious annual leave.’

For more information, visit Jack’s Flight Club.

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