holidays.com
PTO optimizer · 230+ countries

Leave planner 2027

Tell us how many leave days you have and we find the dates that give you the most time off by bridging public holidays and weekends.

10

Take 10 leave days in Anguilla and enjoy 35 days off in 2027.

Your best breaks

New Year's Day

Fri 1 Jan – Mon 4 Jan 2027

1 leave4
Fri1Sat2Sun3Mon4

Take leave on Mon 4 Jan.

James Ronald Webster Day

Sat 27 Feb – Tue 2 Mar 2027

1 leave4
Sat27Sun28Mon1Tue2

Take leave on Mon 1 Mar.

Good Friday + Easter Monday

Sat 20 Mar – Mon 29 Mar 2027

4 leaves10
Sat20Sun21Mon22Tue23Wed24Thu25Fri26Sat27Sun28Mon29

Take leave on Mon 22 Mar, Tue 23 Mar, Wed 24 Mar, Thu 25 Mar.

Whit Monday

Fri 14 May – Mon 17 May 2027

1 leave4
Fri14Sat15Sun16Mon17

Take leave on Fri 14 May.

Sovereign's Birthday

Fri 11 Jun – Mon 14 Jun 2027

1 leave4
Fri11Sat12Sun13Mon14

Take leave on Fri 11 Jun.

August Monday + August Thursday + Constitution Day

Sat 31 Jul – Sun 8 Aug 2027

2 leaves9
Sat31Sun1Mon2Tue3Wed4Thu5Fri6Sat7Sun8

Take leave on Tue 3 Aug, Wed 4 Aug.

Leave day Public holiday Weekend (Sat & Sun)

See all long weekends in Anguilla or count working days.

Frequently asked questions

How does the leave planner work?

It looks for working days between public holidays and weekends and finds the combination of breaks that gives you the most days off for the leave days you have.

How can I get the most days off with the fewest leaves?

Take leave on the working days that sit between a public holiday and a weekend. A Thursday holiday plus a Friday leave gives a 4-day weekend, and a few leaves around holiday weeks such as Christmas can turn into 9 or 10 days off.

Are regional holidays included?

Only national public holidays are used, since they apply to most employees. Check your employer's holiday list for regional or company holidays.

Does it work for countries with a Friday–Saturday weekend?

Yes. Each country uses its official weekend, for example Friday and Saturday in Saudi Arabia, so the suggested leave days fit the local work week.