An Itinerary Through Real Jamaica

Real Jamaica

Looking to explore real Jamaica? With a detailed itinerary, tips on what to see, where to stay, where to eat and advice on safety, you can put together your own trip to this beautiful Caribbean island. Read on…

I had my reservations about Jamaica.

Despite being one of the most popular islands for visitors in the Caribbean, a quick search online told me that tourism in Jamaica has developed substantially since the glitterati jetted to the island in the 1950s. These days, all-inclusive resorts have become one of the major ways to visit. And, if you’ve read this blog before, you’ll know I hate all-inclusive resorts.

However, the alternative – taking myself around the island on an independent basis – came with those back-of-the-brain nagging concerns about safety, because Jamaica does have a bit of a reputation on that front.

Still, after some deliberation and a lot of great advice from the places where I stayed, I spent a wonderful 10 days exploring real Jamaica. And, best of all, I didn’t have a single moment when I felt unsafe (see more on safety in Jamaica below).

Real Jamaica: An Itinerary

What follows is my itinerary through the country that let me get up close with real Jamaica. I’ll share with you what to see and do, where to stay, where to eat and how to get around.

Ocho Rios

After weeks racing around the USA and a few party nights in Miami, the first order of business on my Jamaican travel itinerary was to adapt to the slowness of island time and Ocho Rios was the perfect place for me to take a long, slow release of breath.

Stay at a spice plantation

Real Jamaica Sussex House Front

Sussex Great House, which dates back to the 1790s, is by far one of the most beautiful, fascinating and unique places I’ve ever stayed. At the top of a winding hill in St Anne’s Bay (a short drive away from Ocho Rios) 600ft above the sea, this traditional Jamaican house still operates as a spice plantation that sprawls over 150 acres and the hosts couldn’t have been more welcoming.

Real Jamaica Sussex House Pool

Step out of your private room in this Airbnb rental and you’re within plunging distance of a pool that comes with views towards Ocho Rios and out to sea.

Real Jamaica Sussex House Back of Pool

With an attached library room, complete with curl-up-and-loose-yourself-in-a-book sofas and various outdoor seating spaces, Sussex Great House is the ideal way to shake off jet-lag or ease yourself into Jamaica’s go-slow lifestyle.

Real Jamaica Sussex House Bedroom

But when you do want to stretch your legs, a stroll through the plantation grounds will take you past local exotic fruits as well as the native spices that are still harvested each year on the plantation.

Real Jamaica

How to do it

Real Jamaica

Getting there: I flew into Montego Bay and took the Knutsford Express, a local bus from Montego Bay to Ocho Rios. From there, my Airbnb hosts collected me and drove to Sussex Great House in St Anne’s Bay. The bus journey takes 1hr 50min and costs $2,400 Jamaican Dollars (around £14/US$20) if you book in advance. The journey to Sussex Great House took under 30 minutes.

About the Knutsford Express: I’ve tried a lot of local bus companies around the world and I was very impressed with the public transport option in Jamaica. New buses with modern air conditioning, seat belts, a prompt service that ran to time and the politest drivers I’ve ever met, I truly looked forward to my bus journeys in Jamaica, which is not something I say often.

Staying at Sussex Great House: You can book a stay at Sussex Great House via Airbnb. The rate is £64 per night (around USD$95), including breakfast. If you’re more than two people, contact the owners as they have a self-contained apartment also available for rent within the same grounds.

Using Great Sussex House as your base, there are plenty of nearby activities if you want to do more than lay around reading and eating (which is pretty much what I did). Here are a few of the local activities on offer. Note: you’ll either need to hire a car or, better still, a local driver to take you around. The hosts of Sussex Great House can help you do this.

Fern Gully

Real Jamaica

As dramatic drives go, a road trip through this 5km (3 mile) canyon that’s overflowing with ferns, has got to be one of the best out there. The ferns were planted around 1800 and today they fill the gorge and offer an umbrella of sun cover overhead.

Fun fact: Fern Gully in Jamaica was, sadly, not the impetus for the 1990’s animated fantasy adventure film of the same name featuring Tim Curry. 

Dunn’s River Falls

Real Jamaica

Dunn’s River Falls (a series of waterfalls in case the name didn’t give it away) is one of Jamaica’s biggest tourist attractions. Tumbling down over 55 metres (180 ft) and spanning 180 metres (600 ft) wide, the falls have become a popular spot for a bit of upward hiking. However, if you want to avoid the crowds or don’t fancy spending an hour and a half hiking, plan your upward waterfall adventure at Reach Falls in Port Antonio instead (more on that below).

Did you know: Dunns River Falls featured in 1980’s hit movie Cocktail, starring Tom Cruise, but that wasn’t the waterfall’s first movie debut – it was also used as a filming location for James Bond’s 1962 movie, Dr No

Port Antonio

With a lot of relaxation under my belt, the next stop on my Jamaican adventure was Port Antonio, the birthplace of tourism on the island. And after being static for a few days, I was ready to get out and explore.

Play Tarzan (or Jane) at an eco-boutique hotel in a jungle setting

Real Jamaica Mockingbird Hill Hotel Grounds

Think of Jamaica and most people think of soft sand and Caribbean Seas. Of course, Jamaica is riddled with beach opportunities and I spent my fair share of time at the beach but not everyone is a beach lover and even those of us who are still want a bit of diversity in our travel environment – and I found it at Hotel Mockingbird Hill.

Clear of the resorts and immersed in nature, a stay at Hotel Mockingbird Hill, which is sandwiched between the Blue Mountains and Caribbean Sea, offers boutique luxury in a natural setting. With only 10 rooms, you can tap into the exclusivity that drew the glitterati of Jamaica’s yesteryear to this part of the island’s shores. But, perhaps best of all, this eco hotel had myriad eco and environmental accolades, making your stay pure pleasure, no guilt.

Real Jamaica Mockingbird Hill Hotel Pool

Tranquil, serene and promising a sanctuary from mass tourism, I really had to force myself out of my in-room hammock to explore the surrounding area. Fortunately, the hotel’s owners were on hand with more suggestions for local activities than I had time to squeeze in.

Real Jamaica Mockingbird Hill Hotel Room

When I wasn’t lounging on my bed, pretending I was Queen of the Jungle…

Real Jamaica Mockingbird Hill Hotel Garden

…I was wandering through the hotel’s expansive and meandering garden playing Indiana Jo.

And the food at the hotel’s award-winning restaurant, Mille Fleurs, was some of the best I ate in Jamaica. In fact, even Luca Gargano, one of the founders of the Slow Food Movement has complimented the restaurant. See my related article, What to Eat in Jamaica: Traditional Jamaican Food, for more information.

WHAT TO eat in Jamaica

How to do it

Real Jamaica

Getting there: I took the Knutsford Express from Ocho Rios to Port Antonio and Hotel Mockingbird Hill is a short drive or taxi ride away. The bus journey takes 2hrs and costs $1,800 Jamaican Dollars (around £11/US$15) if you book in advance.

Staying at Hotel Mockingbird Hill: You can book a stay at Hotel Mockingbird Hill online. Rooms start at USD$248 (around £170) per night including taxes with a minimum 3-night stay. I’d highly recommend opting for the meal supplement. For $84 (around £65) per person per night you receive a substantial breakfast as well as a 3-course à la carte evening meal in the award-winning Mille Fleur restaurant. 

Update 2019: You will see in some of the comments that some readers have not been as satisfied with this hotel. As it has been a while since I visited, you can check out up to date reviews on TripAdvisor here. If you’re looking for alternative hotels in Port Antonio, you can read reviews and book through TripAdvisor.

Raft down the Rio Grande

Real Jamaica

By far my favourite activity in Jamaica was boarding a long, narrow wooden raft and slowly making my way down the Rio Grande. A world away from white water rafting, I sat back and watched life gently meander by.

Real Jamaica

After about an hour, we pulled up at the banks and after a leisurely swim, I sat down for lunch. Aside from the spectacular river-side location, Belinda, a local lady, carries the food and her cooking wares to this secluded spot each day. Cooked to traditional family recipes using stone and firewood, you’re unlikely to find a more authentic and original dining experience in Jamaica.

Real Jamaica

And if you’re looking for just a few seconds of tranquility, turn up your volume and listen to these river sounds.

How to do it

While I stayed at Hotel Mockingbird Hill, I spent each day enjoying a different activity, from rafting on the Rio Grande to all of the adventures below. Each was organised for me by the hotel, allowing me to take advantage of their local knowledge and decades of tourism experience in the area. You can find out more here.

Hike Up Reach Falls

Real Jamaica

If the idea of hiking up a waterfall is something you’d like to try, I can highly recommend Reach Falls as the place to do it.

Real Jamaica

Accompanied by a guide who navigates the series of cascades and stepped pools like a ballerina, you’ll spend around one hour swimming in the waterfall pools, enjoying the ‘natural massage’ that comes from bubbling and flowing water and gradually swimming and climbing up the series of rocks towards the waterfall.

Real Jamaica

Although the hike doesn’t deliver you to the foot of the waterfalls (that part of the falls is accessed by another route and a set of steps), swimming and hiking up the falls is certainly the more novel and exhilarating way to get there.

Afterwards, I was served fresh coconut while I dried off in the sun.

Good news: your guide takes a dry route alongside you and can therefore take all the photos you need along the way – all the photos above were taken by my guide on my iPhone 5s

Explore the Coastal Road

Real Jamaica

Jamaica is so much more than the resort-selected beaches that dot its perimeter – the rugged coastal road is an attraction all by itself. With the pace of island life on your side, spend an hour driving along the coast around Port Antonio taking in stops at Frenchman’s Cove and Winnifred Beach (see below).

Real Jamaica

Enjoy seclusion at Frenchman’s Cove

Real Jamaica

There are very few public beaches in Jamaica and Frenchman’s Cove is no exception. Forming part of Frenchman’s Cove Resort (a historic hotel that can once hosted Queen Elizabeth), an afternoon at Frenchman’s Cove promises seclusion – something of a rare treat in Jamaica.

Fortunately, guests of Hotel Mockingbird Hill can gain access to this exclusive beach.

Swim and dine at Winnifred Beach

Real Jamaica itinerary Winnfred beach

Unlike Frenchman’s Cover, Winnifred Beach is one of the island’s public beaches and is a great place to visit if you want to see real Jamaica and have a lazy sun day along with the locals.

Real Jamaica

Don’t miss Cynthia’s beach restaurant where you can truly experience real Jamaica with a brimming plate of local food.

Real Jamaica

Fun fact: Winnifred Beach was named one of the Top 10 Beaches You’ve Never Heard of by The Guardian.

Real Jamaica

Top tip: for another beautiful public beach complete with rope swing, head to Boston beach (picture above) just a little around the coast from Winnifred Beach.

Drink Jamaican Coffee in the Blue Mountains

Real Jamaica

Leaving Port Antonio behind and heading Kingston bound, I opted for a route through the Blue Mountains (Hotel Mockingbird Hill arranged a driver and provided me with a packed lunch for the journey).

The drive was wonderfully windy and the altitude fierce enough to pop your ears, but it was the views that kept my line of sight glued to the window (and made me grateful that an experienced local was navigating the sheer-drop hair-pin bends rather than me).

Real Jamaica

And just when I thought my day in the Blue Mountains couldn’t get any better, we pulled up at Alex Twyman’s Old Tavern Blue Mountain Coffee Estate.  Tasting locally grown coffee is one of my favourite activities in any coffee producing country but none of coffee estates I’ve visited have come with views this superlative.

It took a good three cups of coffee before I accepted the reality that I wasn’t going to be able to live on the estate and spend the rest of my days sipping freshly roasted coffee from the highest quality beans while staring off into the never-ending Blue Mountain distance. Sigh.

Still, it was time to move on – back down through more spectacular scenery and onto the city I’d been most excited, interested and, I’ll admit, a bit nervous to visit – Kingston.


Is Jamaica Safe? 

This feels like a good juncture to discuss safety in Jamaica generally and Kingston specifically (Kingston is featured in the top 50 of cities with the highest murder rate per capita).

Despite being a five foot tall solo female traveler, I’ve visited several places featured on the above list and I’ve also written about the safety of several destinations that many people are nervous about visiting (Mexico, Naples, Colombia and Detroit to name a few).

What I’ve found in 99% of cases is that the media hype and the safety reality are often different matters. With sufficient street smarts (don’t walk down that dark alley alone at night, kids), you’re highly unlikely to meet any of the trouble that the statistics suggest.

Why? Because for the most part, crime is gang-related and mostly affects the local people. So, unless you’re unlucky enough to be in the wrong place at the wrong time or get yourself embroiled in a gang-related problem, your stay is going to be trouble-free.

Jamaica, looking at the crime statistics, seems to be no different.

Did you know?

Most of the crime in Jamaica is gang related. Therefore, if you stay within the tourist areas and don’t try to do anything stupid like making friends (or trying to buy drugs) from gang members or new local friends, you’ll most likely be fine.

Most crime is Jamaican on Jamaican. Whether it is gang violence or domestic violence (which is, sadly, prevalent in the country), tourists are unlikely to get caught up in the fray.

One of the biggest risks to tourists is petty theft and pick-pocketing so leave your Rolex at home and don’t flash your cash. But you didn’t need me to tell you that, did you?

And, as always, make sure you have good travel insurance (see my related article: Travel Insurance – Don’t Get Screwed by the Small Print).

For recent crime statistics and details, see here.

Verdict on safety

Most of the time while I was in Kingston I was either part of a tour or accompanied by a guide so I didn’t spend much time alone. However, I travelled throughout Jamaica by public transport and never once felt unsafe. Even heading into the more impoverished parts of Kingston, I felt comfortable using my iPhone in public and a big smile went a long way in breaking down inquisitive looks.

In short, I have no hesitation recommending an independent visit to Jamaica.

See the highlights at the Bob Marley Museum

Real Jamaica

By far the highest item on most visitors’ must-see list when arriving in Kingston is going to be the Bob Marley Museum. Please don’t make my mistake and turn up on a Sunday when the museum is closed. Sadly, all I got to see was the exterior. Still, what better excuse to return to Jamaica?

Explore some history at Institute of Jamaica

Real Jamaica

One of the most fascinating and important parts of visiting any country is understanding the history and culture of the place and if you’re after a slice of real Jamaica, you’ll find it in spades at the Institute of Jamaica. From the Taino indigenous culture through to Rastafarianism, travel over the centuries to understand the thick and vivid history that makes up Jamaica.

Step back in time at Devon House

Real Jamaica

Whether you visit just to tuck into a rum and raisin ice cream (I might have to confess to that one) or so see the splendid interior of this historic home, you’ll have a great day out.

Devon House is “the architectural dream of Jamaica’s first black millionaire George Stiebel” and was built in the late 19th century. Meanwhile, the on-site ice cream parlour (i-scream) is good enough to attract Jamaicans from far and wide.

Real Jamaica

Visit Life Yard

Real Jamaica

One of the best things you can do in Kingston is take a full-day tour organised by Amilcar Lewis, editor of Backayard Magazine.  As well as visiting the Institute of Jamaica (above), you’ll be taken to Life Yard and explore the Paint Jamaica project run by the Life Yard Family.

Life Yard is an urban garden that’s been set up in downtown Kingston and has a kitchen attached, serving home cooked vegetarian food with produce picked from the garden. Abiding by Rastafarian tradition, Life Yard is a chilled out space to explore and, if you happen to stop by on a kitchen day, to try the food.

Professional photographs: included in the price of your tour is a local photographer who will capture the day for you so you don’t have to worry about getting the perfect shot. This comes with advantage of having photographs within the Institute of Jamaica where tourist photos are not allowed.

Be impressed by the power of Paint Jamaica

Real Jamaica Paint Jamaica

Paint Jamaica is a phenomenal local project that has involved street artists from around the world and received Kickstarter funding. The artists have transformed a derelict outdoor space in an impoverished part of downtown Kingston into a space where locals now gather and kids go to play sport.

Get down at Rockers International Record Shop

Real Jamaica

Also part of the day-long tour with Amil is a trip to Rockers International Record Shop, one of the few remaining record shops on Orange Street, a.k.a “beat street” where many reggae and ska bands were born. From the 1960s to today, listen to records throughout the decades through amps that have the street shaking even to this day.

Pay your respects at National Heroes Park

Real Jamaica

As the burial-place of many of Jamaica’s national heroes and prime ministers, you can take a walk through the country’s history at the National Heroes Park. Peaceful and dotted with several impressive monuments, make sure you time your visit for the changing of the guards. You can read more about Jamaica’s buried heroes here.

Experience a slice of China in Hope Botanical Garden

Real Jamaica

It’s hard to imagine a small corner of China tucked away in Kingston, but the Hope Botanical Garden features exactly that. From a small-scale replica of parts of the Forbidden City in Beijing to tree types from all over the world, the highlight of a visit to the gardens is the guide (included in your entry price) who will happily regale you with an impressive number of facts and details about the gardens.

Where to stay in Kingston

Real Jamaica

I stayed at Altamont Court Hotel in New Kingston and if you’re looking for a bite of tranquility in an otherwise frenetic city, Altamont Court is a great choice. Tucked away in the new business district, the rooms are large and clean and the on-site restaurant offers a well-priced fixed-course dinner each night. Oh, and super helpful staff, which always pleases me.

How to get there:

Real jamaica

From Port Antonio and driving via the Blue Mountains, a private driver arranged by Hotel Mockingbord Hill took me to Kingston. It is possible to take the Knutsford Express but you would need to return to Ocho Rios and, worst of all, you’d miss the beauty of the Blue Mountains.

How about a Jamaican food tour?

Food tours are one of my favourite activities in a new country. Under the expertise guidance of a local, you’re usually taken to the best food spots and given the low down on what the native people really eat. If you’re off to Jamaica, here are a few food (and drink) tours to check out:

Private Jamaican Food Tour. Click here to check reviews and prices on TripAdvisor

Appleton Rum Tasting and Jerk Chicken Experience. Click here to check reviews and prices on TripAdvisor

Click here for a wider list of food tours.

My time in Jamaica didn’t feel long enough though it was sufficient time to give me a hankering to return. Outside the resorts and exploring independently, I was able to take time to explore real Jamaica and I know one day I’ll be back to explore some more.

Have you been to Jamaica? Is it on your travel wish list? Let me know in the comments below.

If you liked this, you might also like:

Hiking in Toppes de Collantes, Cuba

10 Essential Things to Know About Cuba Before You Go

La Boca: One of the Best Beaches in Cuba

A Rave in a Cave: Disco Ayala, Cuba

Varadero Resorts: the Good, the Bad and the Ugly

Cuba’s Hershey Train: The Slow Way to Varadero

Casa Particulares in Cuba

Photo Credits: Fern Gully: Derek Hatfield; Dunn’s River Falls: Jim Amorin. My trip to Jamaica was arranged by Hotel Mockingbird Hill. 

66 thoughts on “An Itinerary Through Real Jamaica”

  1. Hello Jo, we just found your blog site because we’re planning a Caribbean/Central America trip starting in November, with Jamaica as our likely starting point. We will probably spend about three weeks in Jamaica. We are already very experienced independent travellers (feel free to take a look at our blog site too – thehungrytravellers). We’ve just got back home to England after a California/Mexico/Belize trip and the Caribbean “bits” of this trip and an earlier trip to Costa Rica have really whetted our appetite for more Caribbean culture. And food. And rum. I think we’ll probably have a hire car the whole time so we can explore the island in full (though we never mind doing public transport) and probably stay in at least three centres, including Negril and Port Antonio – your itinerary looks great. If you take a quick peek at our site and see what kind of travellers we are, then you may have further suggestions for us. All suggestions would be very welcome! Thank you, Phil & Michaela.

    • Sounds like you have a fun trip planned! I definitely get the urge to go back to the Caribbean (every day it rains, ha ha). I’ll check out your site!

  2. very good read, I’ve been in ocho rios and didn’t knew all those places you posted beyond the beach; definitely will visit some the next time I get lucky to be there. I concur with you: kingston can be as dangerously as you let it be; even on new York walking through a dark alley by yourself at midnight full of cameras and cash in your hands will be a bad experience for sure.

  3. Can you mention again the route you have taken from Port Antonio to Kingston?
    The one you have marked red in the map, I cannot find any route /road going there via Google Maps 🙂

    Many thanks in advance

    • I had a driver who took me. I don’t know if the road route has changed. The important part was visiting the blue mountains which you can do using the route on Google maps I think. Have a great trip.

  4. Wonderful article! I’ve been to Jamaica several times, always stayed at an all-inclusive, but wanted to see more of Jamaica without the all of the tourist veneer, safely. Thank you for chronicling your visit, it gives me hope for a more fulfilling Jamaican experience, safely.

    • Hi Concetta, it’s a really beautiful country to explore and you can do it safely. You’ll have a great experience, I’m sure! Enjoy!!

  5. I envy how much you know about my island and enjoy it at the same time.
    I’ve been living in the USA for 15 years and I go home every year but I need to explore those places you visited. One thing you missed or did not tell us if you had the Dance hall experience.
    Thanks for sharing my island with the world ?and glad you enjoyed it.

    • Oooh, I did not have the dance hall experience – another reason to head back to Jamaica! If it makes you feel better, I know more about many overseas places than I do about my own country (England). It’s a good motivation to keep exploring 🙂

  6. My wife and I visited Jamaica for a few days last month, and we long to go back there. I loved it, I stayed at this all inclusive resort , we had a delightful time. Most of all, the all-inclusive resort gave us the opportunity to see the local tourist attractions in Jamaica.

  7. Jo.

    I am a born Jamaican living in the USA while residing there I would take a trips to aother parts of the Island almost once per month. But your article is like an eagles eye, even though I have gone every year since 2008. I am going to comb my Jamaica the way you have.
    Thank you for writing this article and for showcasing Jamaica as the Best in the Caribbean

  8. Hey Jo
    Really nice to here people are beginning to think about the culture of Jamaica and want to see more, the people are lovely friendly and as you said can cook good food. My wife was born Jamaican but British we used to come for holidays and decided to build a house in Mandeville, it is beautiful. I have been here now for 3 years and enjoyed every moment and been all over the island, moreover I won’t be returning to the UK ?

    • Hi Phil, I think you have the right idea. I’m in the UK at the moment and it’s flipping freezing. I’m also about to leave for warmer climes and I’m giving serious thought to not coming back. Glad you’ve found your adoptive new country. Enjoy Jamaica!

  9. I am Jamaican by birth and culture but live in US. I thoroughly enjoyed your article and obvious love for Jamaica. I go twice per year usually. You have made some great suggestions which I will exploit. I am sorry that you missed Boston in Portland. Boston is Jerk Central and The Home of Jerk. You will find the absolute best and most authentic Jerk Chicken and Jerk Pork in Boston, Portland. Thanks for a wonderfully informative and enjoyable article.

    • And now I need to go back to Jamaica to visit Jerk Central 🙂 Thanks for the tip, Don. Say hello to your beautiful country next time you visit!

  10. This was a well balanced article, particularly in regards to Kingston, safety, etc. There is a lot of misinformation and alarmist takes on both to be found on the internet. One small correction, regarding the James Bond film, Dr. No. It was not filmed at Dunns River, which is a common misconception. The famous beach/waterfall scene with Sean Connery and Ursula Andress was actually filmed at nearby Laughing Waters Beach, which is now a private beach. As an aside, for people looking for a less crowded, less touristy alternative to Dunns River, I would recommend Konoko Falls (also in Ocho Rios). A bit smaller and less grand, but still beautiful and more laid back.

  11. This is great and awesome blog. Hey, I am so glad to read your thoughts because I really enjoyed reading this. The way you explain your travel experience is truly awesome. Thanks for sharing a wonderful post.


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