12 days in Jamaica Itinerary

Created using Klarna Trips Jamaica travel route planner
Make it your trip
— 2 nights
Montego Bay
— 4 nights
Port Antonio
— 1 night
Ocho Rios
— 4 nights


Negril — 2 nights

Once Jamaica's hidden gem, Negril has significantly expanded its infrastructure without losing its casual way of life.
Escape the urban bustle at Seven Mile Beach and Half Moon Beach. Eschew the tourist crowds and head to Barney's Flower & Hummingbird Garden Jamaica and Irie Art. When in Negril, make a side trip to see Original Mayfield Falls Jamaica in Pennycooke, approximately Pennycooke away. There's lots more to do: get a dose of the wild on Kingsley's Take Care Tours - Day Tours, take in the architecture and atmosphere at Mary, Gate of Heaven Catholic Church, take in the dramatic natural features at Negril Cliffs, and relax and rejuvenate at some of the best spas.

For reviews, more things to do, other places to visit, and other tourist information, read Negril day trip planning website.

Chicago, USA to Negril is an approximately 7-hour flight. You'll lose 1 hour traveling from Chicago to Negril due to the time zone difference. Prepare for much hotter weather when traveling from Chicago in December: high temperatures in Negril hover around 87°F and lows are around 74°F. Finish your sightseeing early on the 26th (Mon) to allow enough time to drive to Montego Bay.
Parks · Outdoors · Nature · Beaches
Side Trip
Find places to stay Dec 24 — 26:

Montego Bay — 4 nights

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.
Step out of the city life by going to Doctor's Cave Beach and Nature & Wildlife Tours. Family-friendly places like Treasure Beach and Rocklands Bird Sanctuary ( Montego Bay) will thrill your kids. When in Montego Bay, make a side trip to see YS Falls in Saint Elizabeth Parish, approximately Saint Elizabeth Parish away. Next up on the itinerary: glide through the air with a parasailing or paragliding tour, take in the waterfront activity at Montego Bay Yacht Club, admire the landmark architecture of Rose Hall Great House, and play a few rounds at Half Moon Golf Club.

Plan my day in Montego Bay using traveler tips and tourist information provided by Klarna Trips.

You can drive from Negril to Montego Bay in 1.5 hours. Alternatively, you can take a bus. Expect a daytime high around 87°F in December, and nighttime lows around 74°F. Finish your sightseeing early on the 30th (Fri) so you can drive to Port Antonio.
Outdoors · Parks · Wildlife · Golf
Side Trips
Find places to stay Dec 26 — 30:

Port Antonio — 1 night

A coastal getaway from coastal getaways, Port Antonio offers a break from the more touristy retreats in the west of the island.
Kick off your visit on the 31st (Sat): stroll through Frenchman's Cove, stroll through Winifred Beach, then explore the activities along Blue Lagoon, and finally explore the activities along Rio Grande.

For ratings, traveler tips, other places to visit, and more tourist information, you can read our Port Antonio trip maker.

Drive from Montego Bay to Port Antonio in 4 hours. Alternatively, you can take a bus. In December, plan for daily highs up to 88°F, and evening lows to 75°F. Cap off your sightseeing on the 31st (Sat) early enough to go by car to Ocho Rios.
Parks · Beaches · Outdoors · Nature
Side Trip
Find places to stay Dec 30 — 31:

Ocho Rios — 4 nights

A trip to Ocho Rios, the tourist hub of Saint Ann Parish, offers travelers a staggering amount of activities and cultural attractions.
Get outdoors at Dunn's River Falls and Park and Blue Hole. Your itinerary includes some good beach time at James Bond Beach and Ocho Rios Bay Beach. Change things up with a short trip to Green Grotto Caves in Runaway Bay (about 38 minutes away). There's much more to do: identify plant and animal life at Wildlife Areas, walk around Konoko Falls, head outdoors with Outdoor Activities, and admire the natural beauty at Shaw Park Gardens & Waterfalls.

To see reviews, photos, other places to visit, and other tourist information, refer to the Ocho Rios online travel route planner.

You can drive from Port Antonio to Ocho Rios in 2 hours. Alternatively, you can take a bus. In December, daily temperatures in Ocho Rios can reach 88°F, while at night they dip to 75°F. Finish up your sightseeing early on the 4th (Wed) so you can catch the flight back home.
Parks · Outdoors · Tours · Nature
Side Trip
Find places to stay Dec 31 — Jan 4:

Jamaica travel guide

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.