5 days in Jamaica Itinerary

5 days in Jamaica Itinerary

Created using Inspirock Jamaica trip itinerary planner

Make it your trip
Fly
1
Montego Bay
— 1 night
Drive
2
Ocho Rios
— 2 nights
Drive
3
Negril
— 1 night
Drive to Sangster International Airport, Fly to Washington

S M T W T F S
26
27
28
29
30
31
1
2
3
4
5
6
7
8

Montego Bay

— 1 night
The second largest city in Jamaica, Montego Bay boasts an international airport and a major cruise-line terminal, so it regularly receives a big influx of visitors to the island.
Kick off your visit on the 31st (Fri): enjoy the sand and surf at Doctor's Cave Beach. Get ready for a full day of sightseeing on the 1st (Sat): steep yourself in history at Rose Hall Great House, then explore the activities along Martha Brae Rafting Village, and then take a tour by water with Boat Tours & Water Sports.

Before you visit Montego Bay, use our trip planner to discover what you can do and see there.

Washington, USA to Montego Bay is an approximately 8-hour flight. Prepare for warmer weather when traveling from Washington in December: high temperatures in Montego Bay hover around 87°F and lows are around 74°F. Finish up your sightseeing early on the 1st (Sat) so you can go by car to Ocho Rios.

Things to do in Montego Bay

Parks · Outdoors · Beaches · Nature

Side Trip

Find places to stay Dec 31 — Jan 1:

Ocho Rios

— 2 nights
A trip to Ocho Rios, the tourist hub of Saint Ann Parish, offers travelers a staggering amount of activities and cultural attractions.
Start off your visit on the 2nd (Sun): take in the dramatic scenery at Dunn's River Falls and Park and then admire the sheer force of Blue Hole. Keep things going the next day: fulfill a lifelong dream with a swim-with-the-dolphins experience, stroll around Konoko Falls, and then trot along with a tour on horseback.

To find where to stay and tourist information, go to the Ocho Rios itinerary app.

Drive from Montego Bay to Ocho Rios in 2 hours. Alternatively, you can take a bus. In January in Ocho Rios, expect temperatures between 87°F during the day and 74°F at night. Wrap up your sightseeing on the 3rd (Mon) early enough to drive to Negril.

Things to do in Ocho Rios

Parks · Nature · Tours · Outdoors
Find places to stay Jan 1 — 3:

Negril

— 1 night
Once Jamaica's hidden gem, Negril has significantly expanded its infrastructure without losing its casual way of life.
Start off your visit on the 4th (Tue): tour the pleasant surroundings at Seven Mile Beach.

To see more things to do, traveler tips, ratings, and more tourist information, read our Negril day trip website.

Traveling by car from Ocho Rios to Negril takes 3 hours. Alternatively, you can take a bus. January in Negril sees daily highs of 86°F and lows of 73°F at night. On the 4th (Tue), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Negril

Beaches · Parks · Outdoors
Find places to stay Jan 3 — 4:
Highlights from your trip

Jamaica travel guide

4.1
Waterfalls · Beaches · Nightlife
The third most populous English-speaking country in the Americas, Jamaica remains a member of the Commonwealth of Nations, with the British monarch its official head of state. Jamaica tourism thrives thanks to the island nation's reputation for natural beauty, outstanding cuisine, and lively music scene. The country's landscape is as diverse as its population, its tropical climate supporting varied ecosystems that include everything from savannahs to rugged mountain slopes. For most visitors, a holiday in Jamaica is a largely outdoor affair, with hiking, fishing, golfing, camping, snorkeling, horseback riding, and kite surfing among the most popular things to do.