28 days in Jamaica Itinerary

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

Get out of town with these interesting Ocho Rios side-trips: Green Grotto Caves (in Runaway Bay) and Bob Marley Museum (in St. Ann's Bay). Pack the 3rd (Mon) with family-friendly diversions at Rainforest Adventures. And it doesn't end there: admire the sheer force of Dunn's River Falls and Park, fulfill a lifelong dream with a swim-with-the-dolphins experience, look for gifts at Jewels & Time Duty Free Jewelers, and take in nature's colorful creations at Shaw Park Gardens & Waterfalls.

For where to stay, more things to do, photos, and other tourist information, use the Ocho Rios trip maker website.

Montreal, Canada to Ocho Rios is an approximately 7.5-hour flight. Plan for a bit warmer temperatures traveling from Montreal in July, with highs in Ocho Rios at 38°C and lows at 30°C. Finish your sightseeing early on the 7th (Fri) to allow enough time to drive to 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.

You'll find plenty of places to visit near Kingston: Blue Mountain Peak (in Blue Mountains National Park) and Reach Falls (in Port Antonio). Next up on the itinerary: contemplate the long history of Bob Marley Museum, appreciate the history behind Devon House, stop by Chocolate Dreams, and take in the awesome beauty at Blue Mountains.

To see reviews, other places to visit, where to stay, and tourist information, refer to the Kingston day trip tool.

Getting from Ocho Rios to Kingston by car takes about 1.5 hours. Other options: take a bus. In July in Kingston, expect temperatures between 38°C during the day and 30°C at night. Wrap up your sightseeing by early afternoon on the 12th (Wed) to allow enough time to drive to 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.

On the 13th (Thu), admire the sheer force of YS Falls.

To find where to stay, other places to visit, traveler tips, and more tourist information, go to the Saint Elizabeth Parish driving holiday planning website.

Getting from Kingston to Saint Elizabeth Parish by car takes about 2.5 hours. Other options: take a bus. July in Saint Elizabeth Parish sees daily highs of 39°C and lows of 29°C at night. Wrap up your sightseeing by early afternoon on the 13th (Thu) to allow time for the car ride to Negril.

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

Negril is known for beaches, nightlife, and nature. Your trip includes some of its best attractions: enjoy the sand and surf at Seven Mile Beach, explore the striking landscape at Negril Cliffs, Head underground at Blue Hole Mineral Spring, and relax and rejuvenate at some of the best spas.

To find other places to visit, maps, photos, and other tourist information, use the Negril day trip website.

You can drive from Saint Elizabeth Parish to Negril in 2 hours. Alternatively, you can take a bus. Expect a daytime high around 39°C in July, and nighttime lows around 29°C. Wrap up your sightseeing by early afternoon on the 17th (Mon) to allow time for the car ride to Pennycooke.

On the 18th (Tue), admire the sheer force of Original Mayfield Falls Jamaica. Here are some ideas for day two: play a few rounds at Tryall Golf Course.

To find ratings, photos, other places to visit, and tourist information, you can read our Pennycooke route planner.

Traveling by car from Negril to Pennycooke takes 1.5 hours. Alternatively, you can do a combination of bus and taxi. July in Pennycooke sees daily highs of 39°C and lows of 29°C at night. Wrap up your sightseeing by early afternoon on the 19th (Wed) to allow time for the car ride 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.

Step out of Montego Bay to go to Falmouth and see Boat Tours & Water Sports, which is approximately 44 minutes away. And it doesn't end there: contemplate the long history of Rose Hall Great House, tour the pleasant surroundings at Doctor's Cave Beach, play a few rounds at White Witch Golf Course, and stop by Cinnamon Hill Golf Course.

To see photos, traveler tips, ratings, and more tourist information, refer to the Montego Bay road trip planner.

You can drive from Pennycooke to Montego Bay in 1.5 hours. Another option is to do a combination of taxi and bus. July in Montego Bay sees daily highs of 39°C and lows of 29°C at night. Wrap up your sightseeing on the 27th (Thu) early enough to fly back home.