18 days in Jamaica Itinerary

18 days in Jamaica Itinerary

Created using Inspirock Jamaica trip builder

Make it your trip
Fly
1
Kingston
— 2 nights
Drive
2
Ocho Rios
— 4 nights
Drive
3
Negril
— 4 nights
Drive
4
Montego Bay
— 6 nights
Fly

S M T W T F S
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Kingston

— 2 nights
The country's capital, Kingston offers all the excitement of a lively and storied city, while also housing the services and facilities travelers need to get around and see the rest of the island.
Start off your visit on the 22nd (Wed): take in the exciting artwork at Jamaica National Gallery and then go for a stroll along the water at Port Royal. Get ready for a full day of sightseeing on the 23rd (Thu): browse the exhibits of Bob Marley Museum, then look for gifts at Reve Jewellery & Accessories, and then stroll through Hellshire Beach.

To find where to stay, photos, reviews, and tourist information, refer to the Kingston trip maker website.

Buffalo, USA to Kingston is an approximately 11-hour flight. Traveling from Buffalo in December, expect Kingston to be warmer, temps between 88°F and 75°F. Finish your sightseeing early on the 24th (Fri) to allow enough time to drive to Ocho Rios.

Things to do in Kingston

Parks · Historic Sites · Museums · Beaches

Side Trip

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.
Bob Marley Museum and Our Lady of Fatima Catholic Church will appeal to history buffs. For shopping fun, head to Woolery Kitchen or KDK LoFt Jamaica. There's much more to do: admire the sheer force of Dunn's River Falls and Park, buy something for everyone on your list at Island Village, and stroll through Ocho Rios Bay Beach.

To find more things to do, where to stay, maps, and more tourist information, read our Ocho Rios sightseeing planner.

You can drive from Kingston to Ocho Rios in 1.5 hours. Another option is to take a bus. In December in Ocho Rios, expect temperatures between 88°F during the day and 75°F at night. Cap off your sightseeing on the 28th (Tue) early enough to go by car to Negril.

Things to do in Ocho Rios

Parks · Shopping · Nature · Beaches

Side Trips

Negril

— 4 nights
Once Jamaica's hidden gem, Negril has significantly expanded its infrastructure without losing its casual way of life.
Do your shopping at Irie Art and Times Square Mall. Step out of Negril to go to Pennycooke and see Original Mayfield Falls, which is approximately 1h 5 min away. And it doesn't end there: enjoy the sand and surf at Seven Mile Beach, indulge your taste buds at Food & Drink, soothe aching muscles at some of the top local wellness centers, and explore the striking landscape at Negril Cliffs.

To find maps, more things to do, where to stay, and more tourist information, go to the Negril tour itinerary site.

You can drive from Ocho Rios to Negril in 3 hours. Another option is to take a bus. In December, plan for daily highs up to 87°F, and evening lows to 74°F. Wrap up your sightseeing on the 1st (Sat) to allow time to drive to Montego Bay.

Things to do in Negril

Outdoors · Parks · Nature · Beaches

Side Trip

Montego Bay

— 6 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.
Your inner history buff will appreciate Rose Hall Great House and Blessed Sacrament Cathedral. Do your shopping at White Witch Golf Course and Ahhh...Ras Natango Gallery and Garden. Step out of Montego Bay to go to Sandy Bay and see Tryall Golf Course, which is approximately 46 minutes away. Spend the 7th (Fri) wandering through the wild on a nature and wildlife tour. And it doesn't end there: enjoy the sand and surf at Doctor's Cave Beach, stop by Tropicana Jewelers, make a trip to St James Parish Church, and browse the different shops at Main Street Jamaica (formerly The Shoppes at Rose Hall).

Ask Inspirock to suggest an itinerary and make planning a trip to Montego Bay fast, fun, and easy.

Traveling by car from Negril to Montego Bay takes 1.5 hours. Alternatively, you can take a bus. In January, daytime highs in Montego Bay are 86°F, while nighttime lows are 73°F. Finish your sightseeing early on the 7th (Fri) to allow enough time to travel back home.

Things to do in Montego Bay

Outdoors · Shopping · Golf · Parks

Side 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.