Montego Bay walking tour & city guide
Busy markets, a historic square and a seafront strip of beaches.
6 videos · uploaded 2021–2026
Montego Bay Street and Market Walk
Video by Island Max · Aug 2026 · All rights belong to the creator
All rights belong to the creator.
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Explore Montego Bay
City guide
Montego Bay on foot
Montego Bay, or MoBay, is where most visitors to Jamaica first arrive, but the city is much more than its resorts. Downtown is loud and colourful, with street vendors, minibuses and market stalls around a historic square, while a short ride away the Hip Strip runs along the sea past beaches, craft shops and bars, and the hills behind the bay hold old plantation houses.
Downtown and the Hip Strip
Sam Sharpe Square is the heart of downtown. It is named after Samuel Sharpe, the Baptist deacon who led the great slave rebellion of 1831, and has a monument to him and a small stone lock-up from the eighteenth century known as the Cage. The streets around the square are full of shops, roadside vendors and the bustle of the city's markets, where stalls sell fruit, vegetables, spices and crafts.
North of downtown, Gloucester Avenue, better known as the Hip Strip, follows the shoreline past hotels, souvenir shops and Doctor's Cave Beach, with its clear, calm water. Offshore, the Montego Bay Marine Park protects coral reefs, and east of the city lies Rose Hall, a restored eighteenth-century great house.
A classic walk: Sam Sharpe Square to the Hip Strip
Start in the morning at Sam Sharpe Square, when the markets are at their busiest. Wander the surrounding streets past fruit stalls and street vendors, then head toward the waterfront and the craft market.
Continue north to Gloucester Avenue and walk the Hip Strip, stopping for a swim at Doctor's Cave Beach. Stay until sunset, when the sky over the bay turns orange and the strip's bars and jerk stands come to life.
Good to know
December to April is the driest and busiest season; summers are hotter and the hurricane season runs from June to November. Sangster International Airport is just a few minutes from the Hip Strip. Traffic drives on the left, and route taxis and licensed taxis are the usual way to get around. Popular day trips lead to Negril's beaches, Dunn's River Falls and rafting on the Martha Brae river. Check current travel advice before you go.
Don't miss
Top sights in Montego Bay
- 1
Sam Sharpe Square
The historic heart of downtown, with the old Cage.
- 2
Doctor's Cave Beach
A beach of clear, calm water on the Hip Strip.
- 3
The Hip Strip
Gloucester Avenue's seafront of shops, beaches and bars.
- 4
Rose Hall Great House
A restored eighteenth-century plantation house.
- 5
Montego Bay Marine Park
Protected coral reefs for snorkelling and boat trips.
- 6
Craft market
Stalls of carvings, paintings and souvenirs.
Eat
Food markets & where to eat in Montego Bay
Downtown markets
Fruit, vegetables and snacks around Sam Sharpe Square.
The Hip Strip
Jerk stands, bars and places to eat by the sea.
Jerk centres
Roadside grills cooking jerk chicken and pork over pimento wood.
Downtown patty shops
Quick, cheap patties and coco bread.
Taste
Food to try in Montego Bay
Jerk chicken
Chicken in a fiery spice rub, grilled over pimento wood.
Ackee and saltfish
The national dish, often eaten for breakfast.
Beef patty
Flaky golden pastry filled with spiced beef.
Festival
Sweet fried dumplings served with jerk or fish.
Escovitch fish
Fried fish topped with pickled peppers and onions.
Opening hours and prices change often. Please check with each place before you visit.
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Here is everything you need to see Montego Bay for real.
- Hotels in Montego BayCompare places to stay and prices.
- Tours & ticketsWalking tours, museums and day trips in Montego Bay.
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