23 days in Jamaica Itinerary

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.

Kingston is known for historic sites, parks, and nature. Your plan includes some of its best attractions: take in the awesome beauty at Blue Mountains, stroll around Emancipation Park, pause for some serene contemplation at Trinity Moravian, and look for gifts at Chocolate Dreams.

To find where to stay, other places to visit, and other tourist information, use the Kingston trip itinerary app.

New York City, USA to Kingston is an approximately 9-hour flight. Prepare for much warmer weather when traveling from New York City in February: high temperatures in Kingston hover around 87°F and lows are around 73°F. Wrap up your sightseeing on the 4th (Mon) early enough to drive to Port Antonio.

A coastal getaway from coastal getaways, Port Antonio offers a break from the more touristy retreats in the west of the island.

Port Antonio is known for beaches, nature, and historic sites. Your plan includes some of its best attractions: explore the activities along Blue Lagoon, browse the fresh offerings at Boston Jerk Centre, contemplate the long history of Fort George, and tour the pleasant surroundings at Winifred Beach.

To find reviews, where to stay, photos, and more tourist information, go to the Port Antonio day trip planning app.

Traveling by car from Kingston to Port Antonio takes 2.5 hours. Alternatively, you can take a bus. In February, daytime highs in Port Antonio are 87°F, while nighttime lows are 73°F. Finish your sightseeing early on the 7th (Thu) so you can drive to Ocho Rios.

A trip to Ocho Rios, the tourist hub of Saint Ann Parish, offers travelers a staggering amount of activities and cultural attractions.

Change things up with these side-trips from Ocho Rios: Green Grotto Caves (in Runaway Bay) and Bob Marley Museum (in St. Ann's Bay). There's lots more to do: admire the sheer force of Dunn's River Falls and Park, walk around Konoko Falls, contemplate the waterfront views at White River, and let the river carry you with a rafting and tubing tour.

To see reviews, maps, traveler tips, and other tourist information, read Ocho Rios trip planner.

Traveling by car from Port Antonio to Ocho Rios takes 2 hours. Alternatively, you can take a bus. In February, plan for daily highs up to 87°F, and evening lows to 73°F. Cap off your sightseeing on the 13th (Wed) early enough to go by car to Negril.

Once Jamaica's hidden gem, Negril has significantly expanded its infrastructure without losing its casual way of life.

Change things up with a short trip to Original Mayfield Falls in Pennycooke (about 1h 5 min away). There's still lots to do: kick back and relax at Seven Mile Beach, contemplate the waterfront views at Bloody Bay, enjoy the sea views from Negril Lighthouse, and explore the fascinating underground world of Blue Hole Mineral Spring.

To see reviews, photos, traveler tips, and other tourist information, you can read our Negril trip itinerary builder website.

You can drive from Ocho Rios to Negril in 3 hours. Alternatively, you can take a bus. February in Negril sees daily highs of 86°F and lows of 72°F at night. Wrap up your sightseeing on the 17th (Sun) early enough to drive to Montego Bay.

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.

You'll find plenty of places to visit near Montego Bay: Tryall Golf Course (in Sandy Bay) and YS Falls (in Saint Elizabeth Parish). Spend the 19th (Tue) wandering through the wild on a nature and wildlife tour. There's much more to do: contemplate the long history of Rose Hall Great House, play a few rounds at White Witch Golf Course, get engrossed in the history at Greenwood Great House, and look for gifts at Cinnamon Hill Golf Course.

For ratings, photos, where to stay, and more tourist information, go to the Montego Bay trip itinerary planning site.

Traveling by car from Negril to Montego Bay takes 1.5 hours. Alternatively, you can take a bus. Expect a daytime high around 86°F in February, and nighttime lows around 72°F. Wrap up your sightseeing on the 23rd (Sat) to allow time to travel back home.