Montego Bay in 1 Day for Friends - Short cultural stop at Sam Sharpe Square
In Collaboration with Jahfyah tours Jamaica. Updated on February 13, 2026.
Shopping for art, souvenir items etc and going to cultural places in the city. Experience the heart of Montego Bay with local shopping, a taste of Jamaican fast food, and Hip Strip sightseeing in a compact 3-hour walk-and-ride tour.
This itinerary was created in collaboration with Jahfyah tours Jamaica, inspired by the tour Montego Bay Shopping and City Highlight. Please check the tour information during your booking process.
Highlights
- Short cultural stop at Sam Sharpe Square
- Local craft market shopping for souvenirs
- Sample Jamaican fast food (patties)
- Gloucester Avenue (Hip Strip) shopping and seaside sights
Itinerary
Day 1
You will be experiencing the heart of Montego Bay. Local shopping experience, sampling Jamaican fast food, and Hip Strip shopping and sightseeing.
Hotel pickup & orientation
Driver will pick up guests from their Montego Bay hotel or agreed meeting point and give a short orientation of the route and safety notes.
Tips from local experts:
- Be ready in your hotel lobby 5–10 minutes before the scheduled pickup time to keep the tour on schedule.
- Confirm your hotel name and room number with the operator in advance for efficient pickup for groups.
- Bring a small tote or daypack to collect purchases during the tour so hands remain free.
Sam Sharpe Square — quick cultural stop
Short stop to see the central square and important local landmarks in downtown Montego Bay and a quick orientation to the city's history and layout.
Tips from local experts:
- Watch traffic when crossing nearby streets; the square sits on a busy junction.
- Keep cameras ready for the statue and colonial-era buildings but store gear securely in crowded spots.
- If you want a closer look at plaques or monuments, move as a small group to avoid blocking pedestrian flow.
Local craft market shopping
Visit a central craft market area for locally made souvenirs, art, and small gifts — a practical shopping stop with time to browse and buy.
Tips from local experts:
- Bring small bills and exact change for quicker transactions with vendors.
- Haggle politely — a friendly negotiation is normal for handcrafted items.
- Keep purchased items in a secure bag and avoid carrying all valuables in easily accessible pockets.
Sample Jamaican fast food (patties)
Short stop at a local fast-food outlet to sample a Jamaican patty or other fast local favourites — quick, casual tasting to get a local flavour.
Tips from local experts:
- Order a classic beef or chicken patty for a quick, handheld snack that’s easy to eat while exploring.
- Carry napkins or wet wipes and ask for them if not provided — patties can be flaky or oily.
- If you have dietary restrictions, ask staff which fillings meet your needs before ordering.
Gloucester Avenue (Hip Strip) — shopping & sightseeing
Walk and browse along the Hip Strip (Gloucester Avenue) with seaside views, shops, and souvenir stalls. Time for photos, window-shopping, or a quick drink at an outdoor café.
Tips from local experts:
- Wear comfortable shoes and sunscreen — the Hip Strip is best enjoyed on foot and can be sunny.
- Carry a refillable water bottle to stay hydrated while browsing outdoors.
- For larger purchases, confirm whether the shop can hold items until the end of the tour to avoid carrying them all day.
Return drop-off & tour wrap-up
Short transfer back to your hotel or agreed drop-off point. Final check to ensure guests have purchases and personal items.
Tips from local experts:
- Gather all purchases and check pockets/bags before exiting the vehicle to avoid leaving items behind.
- Confirm your preferred drop-off point with the driver at the start so the return is efficient.
- If you have onward travel plans, inform the driver so timing and drop-off are coordinated.
Itinerary Attributes
| Days | 1 |
| Highlights | 4 |
| Season | - |
| Month | - |
| Persona | Friends |
| Transfers | 2 |
| Restaurants | 1 |
| Total Activities | 4 |
| Total Places | 4 |
| Activities Types | Transfer, Culture, Shopping, Meal, Neighborhood |
