37 days in Jamaica Itinerary

37 days in Jamaica Itinerary

Created using Inspirock Jamaica sightseeing planner
Make it your trip
Fly
1
Ocho Rios
— 9 nights
Drive
2
Port Antonio
— 3 nights
Drive
3
Kingston
— 6 nights
Drive
4
Saint Elizabeth Parish
— 3 nights
Drive
5
Negril
— 6 nights
Drive
6
Montego Bay
— 9 nights
Fly

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Ocho Rios — 9 nights

A trip to Ocho Rios, the tourist hub of Saint Ann Parish, offers travelers a staggering amount of activities and cultural attractions.
Explore Ocho Rios' surroundings by going to Bob Marley Museum (in St. Ann's Bay) and Runaway Bay (Woolery Kitchen & Green Grotto Caves). The adventure continues: admire the sheer force of Dunn's River Falls and Park, find something for the whole family at Rainforest Adventures, whizz through the canopy at some of the top local zipline courses and adventure parks, and hike along Fern Gully.

To find photos, maps, more things to do, and more tourist information, read our Ocho Rios day trip planner.

Orlando, USA to Ocho Rios is an approximately 5-hour flight. September in Ocho Rios sees daily highs of 91°F and lows of 79°F at night. Cap off your sightseeing on the 2nd (Fri) early enough to go by car to Port Antonio.
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Parks · Outdoors · Nature · Tours
Side Trips
Find places to stay Sep 23 — Oct 2:

Port Antonio — 3 nights

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 sightseeing. Your trip includes some of its best attractions: take in the dramatic scenery at Reach Falls, contemplate the waterfront views at Long Bay (Northeast), pick up some local products at Boston Jerk Centre, and enjoy the sand and surf at Frenchman's Cove.

To see more things to do, other places to visit, where to stay, and other tourist information, refer to the Port Antonio itinerary tool.

Traveling by car from Ocho Rios to Port Antonio takes 2 hours. Alternatively, you can take a bus. In October, plan for daily highs up to 90°F, and evening lows to 78°F. Cap off your sightseeing on the 5th (Mon) early enough to go by car to Kingston.
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Parks · Nature · Outdoors · Beaches
Side Trips
Find places to stay Oct 2 — 5:

Kingston — 6 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.
Change things up with these side-trips from Kingston: Blue Mountain Peak (in Blue Mountains National Park) and Hellshire Beach (in Portmore). There's much more to do: make a short side trip with Loose Cannon Boat Charters and Tours, don't miss a visit to 41 Fleet Street, get outside with Lime Cay, and go for a stroll along the water at Port Royal.

To see traveler tips, more things to do, where to stay, and more tourist information, use the Kingston road trip tool.

You can drive from Port Antonio to Kingston in 2.5 hours. Another option is to take a bus. In October, daily temperatures in Kingston can reach 90°F, while at night they dip to 78°F. Cap off your sightseeing on the 11th (Sun) early enough to go by car to Saint Elizabeth Parish.
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Outdoors · Parks · Historic Sites · Tours
Side Trips
Find places to stay Oct 5 — 11:

Saint Elizabeth Parish — 3 nights

Ecotourism and beach break activities dominate most Saint Elizabeth Parish itineraries, as this wild and relatively undeveloped region offers a wealth of natural environments.
Saint Elizabeth Parish is known for nature, breweries & distilleries, and nightlife. Your trip includes some of its best attractions: take in the dramatic scenery at YS Falls, view the masterpieces at The Mud Palace Gallery, tour the pleasant surroundings at Bamboo Avenue, and relax and rejuvenate at Shirley's Steam Bath & Massage.

For reviews, other places to visit, and more tourist information, use the Saint Elizabeth Parish attractions planner.

Traveling by car from Kingston to Saint Elizabeth Parish takes 2.5 hours. Alternatively, you can take a bus. In October in Saint Elizabeth Parish, expect temperatures between 90°F during the day and 76°F at night. Finish your sightseeing early on the 14th (Wed) to allow enough time to drive to Negril.
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Parks · Nature · Outdoors · Tours
Side Trip
Find places to stay Oct 11 — 14:

Negril — 6 nights

Once Jamaica's hidden gem, Negril has significantly expanded its infrastructure without losing its casual way of life.
Explore Negril's surroundings by going to Roaring River (in Petersfield) and Original Mayfield Falls Jamaica (in Pennycooke). The adventure continues: kick back and relax at Seven Mile Beach, push the limits with Jamwest Motorsports and Adventure Park, admire the natural beauty at Barney's Flower & Hummingbird Garden Jamaica, and explore the activities along Bloody Bay.

To see photos, other places to visit, and other tourist information, read Negril journey planner.

You can drive from Saint Elizabeth Parish to Negril in 2 hours. Another option is to take a bus. In October, daily temperatures in Negril can reach 90°F, while at night they dip to 76°F. Finish your sightseeing early on the 20th (Tue) to allow enough time to drive to Montego Bay.
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Parks · Outdoors · Nature · Tours
Side Trips
Find places to stay Oct 14 — 20:

Montego Bay — 9 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.
Get out of town with these interesting Montego Bay side-trips: Blue Hole Gardens (in Savanna La Mar) and Tryall Golf Course (in Sandy Bay). Spend the 22nd (Thu) 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, kick back and relax at Doctor's Cave Beach, get engrossed in the history at Greenwood Great House, and see the top attractions with CHUKKA Ocean Outpost at Sandy Bay.

To find maps, more things to do, traveler tips, and more tourist information, read our Montego Bay day trip planner.

Drive from Negril to Montego Bay in 1.5 hours. Alternatively, you can take a bus. October in Montego Bay sees daily highs of 90°F and lows of 76°F at night. Wrap up your sightseeing on the 29th (Thu) early enough to fly back home.
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Outdoors · Tours · Parks · Wildlife
Side Trips
Find places to stay Oct 20 — 29:

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.
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