Teachers' Day staycation deals 2027Class dismissed.

29 resorts over the Labour Day weekend, 21 to 25 May, from US$124 a night. Or bring the whole staff.

From US$124 pp/night
Pay in J$
Staff trips, ten rooms or more

Thousands of travellerssince 2021
IATA-accreditedsince 2021
Officesin Jamaica and Florida
We check what's openbefore we quote

For teachers

29 resorts. One long weekend.

Teachers' Day staycation deals for the Labour Day weekend, 21 to 25 May 2027. From-prices per person a night, double occupancy.

Blackout dates may apply. Rates can change without notice, so your quote confirms the price. We check what's open before we quote. Resort status

Dates to know

The weekend teachers want.

Fri 21 to Mon 24 MayLabour Day weekendThe dates most teachers ask for, so they go first. Ask early.
Sat 22 to Tue 25 MayLabour Day, a day laterThe other favourite. Three nights, with Labour Day in the middle.
Wed 5 MayTeachers' DayAlways the first Wednesday in May.
July and AugustSummer breakThe longest stretch off, and two of our busiest months. Ask early.

For schools

Bring the whole staff.

Rooms around the pool at a north coast resort, Jamaica

Ten rooms or more gets group rates, for a staff weekend, a retreat or a Teachers' Day treat. Principals, boards and staff welfare committees send the dates and numbers, and we email the quote within one working day.

Group ratesFor ten rooms or more, taxes included.

Small depositsA little down holds the rooms, the rest on a plan around your dates.

Pay by invoiceFor schools, boards and committees.

Staff weekendStaff retreatTeachers' Day treatEnd of term

Quote me

Your quote by email, within one working day. Under ten rooms? Use the form below.

How it works

Three steps, one price.

1Tell us your dates and who's comingUse the form or WhatsApp. Name the resort, or let us suggest one.
2Get your priceOne price for the stay, in J$ or US$, on WhatsApp or by email, within working hours.
3Hold it with a depositPay the deposit and your room is held. The balance date is on your quote.

Teachers' Day

Get your price

Tell us your dates and who's coming. We reply within working hours with your price, on WhatsApp or by email.

Thousands of travellers since 2021
IATA-accredited since 2021
Offices in Jamaica and Florida
We check what's open before we quote

Questions

Before you ask.

When is Teachers' Day 2027?

Wednesday 5 May 2027. In Jamaica, Teachers' Day is always the first Wednesday in May.

Which dates do teachers pick?

Most go Friday 21 to Monday 24 May, or Saturday 22 to Tuesday 25 May, over the Labour Day weekend. Those dates go first, so ask early.

What are the cheapest Teachers' Day staycation deals?

Seagarden in Montego Bay, from US$124 a night. Then Bahia Principe Escape and Bahia Principe Explore in Runaway Bay, from US$144 a night. Prices are per person a night, double occupancy, for 21 to 25 May 2027.

Which Teachers' Day deals are closest to Kingston?

The resorts in Ocho Rios and Runaway Bay: Bahia Principe Escape and Bahia Principe Explore from US$144, RIU Ocho Rios from US$180, Moon Palace Jamaica from US$230 and Sandals Ochi from US$316.

Is the price per person?

Yes. Prices are per person a night, double occupancy, for stays between 21 and 25 May 2027. Blackout dates may apply and rates can change, so your quote confirms the price.

Can we stay just two nights?

Yes. Two nights is fine for resort stays in Jamaica.

Can I pay in Jamaican dollars?

Yes. Ask for your quote in J$ and pay in J$.

Our school wants a staff trip. How does it work?

Ten rooms or more gets group rates. Send the dates and numbers through our Groups page and we email the quote within one working day (over 20 rooms, up to five working days). Schools can pay by invoice.

Fewer than ten rooms for the staff?

That books like a regular stay. Use the form on this page or WhatsApp us, and we price the rooms together.

Which resorts are open?

We check what's open before we quote. Our resort status page has the latest.