37 days in Jamaica Itinerary

37 days in Jamaica Itinerary

Created using Inspirock Jamaica sightseeing planner

Plan created by another user. Make it yours

Route & dates

1
Ocho Rios
— 9 nights
2
Port Antonio
— 3 nights
3
Kingston
— 6 nights
4
Saint Elizabeth Parish
— 3 nights
5
Negril
— 6 nights
6
Montego Bay
— 9 nights

9
nights
Ocho Rios

Ocho Rios ©
A trip to Ocho Rios, the tourist hub of Saint Ann Parish, offers travelers a staggering amount of activities and cultural attractions.
Venture out of the city with trips to Runaway Bay (Woolery Kitchen & Green Grotto Caves) and Bob Marley Museum (in St. Ann's Bay). There's still lots to do: take in the dramatic scenery at Dunn's River Falls and Park, whizz through the canopy at some of the top local zipline courses and adventure parks, stroll around Cranbrook Flower Forest, and get close to the beloved marine mammals with a swim-with-the-dolphins experience.

For traveler tips, maps, where to stay, and more tourist information, you can read our Ocho Rios online trip itinerary planner.

Orlando, USA to Ocho Rios is an approximately 8-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.

Things to do in Ocho Rios

Parks · Outdoors · Nature

Side Trips

Jamaica, Runaway Bay, St. Ann's Bay
Find places to stay Sep 23 — Oct 2:
Highlights from your plan
Dunn's River Falls and Park ©
Dunn's River Falls and Park
Horseback Riding Tours
Swim with Dolphins

3
nights
Port Antonio

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 adventure. Your plan 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.

Things to do in Port Antonio

Parks · Nature · Outdoors

Side Trips

Rio Grande, Long Bay (Northeast)
Find places to stay Oct 2 — 5:
Highlights from your plan
Reach Falls ©
Reach Falls
Boston Beach ©
Boston Beach
Frenchman's Cove ©
Frenchman's Cove

6
nights
Kingston

Kingston ©
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 still lots to do: get outside with Loose Cannon Boat Charters and Tours Limited, don't miss a visit to 41 Fleet Street, take in the waterfront activity at Port Royal, and pause for some photo ops at Devon House.

For traveler tips, more things to do, other places to visit, and more tourist information, you can read our Kingston travel route website.

Getting from Port Antonio to Kingston by car takes about 2.5 hours. Other options: take a bus. In October, plan for daily highs up to 90°F, and evening lows to 78°F. Finish your sightseeing early on the 11th (Sun) so you can drive to Saint Elizabeth Parish.

Things to do in Kingston

Outdoors · Parks · Tours

Side Trips

Portmore, Blue Mountain Peak, Cinchona Botanical Gardens
Find places to stay Oct 5 — 11:
Highlights from your plan
Jamaica Cultural Enterprises ©
Jamaica Cultural Enterprises
Blue Mountain Peak ©
Blue Mountain Peak
Devon House ©
Devon House

3
nights
Saint Elizabeth Parish

Saint Elizabeth Parish ©
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, nightlife, and wildlife. Your plan 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.

Things to do in Saint Elizabeth Parish

Parks · Nature · Outdoors

Side Trip

Bamboo Avenue
Find places to stay Oct 11 — 14:
Highlights from your plan
YS Falls ©
YS Falls
Black River ©
Black River
Shirley's Steam Bath & Massage ©
Shirley's Steam Bath & Massage

6
nights
Negril

Negril ©
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 Original Mayfield Falls (in Pennycooke) and Roaring River (in Petersfield). The adventure continues: kick back and relax at Seven Mile Beach, head off the coast to Booby Cay Island, witness a stunning natural landmark at Blue Hole Mineral Spring, 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.

Things to do in Negril

Parks · Outdoors · Nature

Side Trips

Original Mayfield Falls, Blue Hole Mineral Spring, Roaring River
Find places to stay Oct 14 — 20:
Highlights from your plan
Seven Mile Beach ©
Seven Mile Beach
Original Mayfield Falls
Original Mayfield Falls
Bloody Bay ©
Bloody Bay

9
nights
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.
Venture out of the city with trips to 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, don't miss a visit to Hip Strip, get great views at Ahhh...Ras Natango Gallery and Garden, and see the top attractions with Chukka Caribbean Adventures.

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 travel back home.

Things to do in Montego Bay

Outdoors · Tours · Parks

Side Trips

Rocklands Bird Sanctuary, Blue Hole Gardens, Tryall Golf Course
Find places to stay Oct 20 — 29:
Highlights from your plan
Nature & Wildlife Tours
Rose Hall Great House ©
Rose Hall Great House
White Witch Golf Course ©
White Witch Golf Course

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