Montego Bay Highlights Tour: Rose Hall & Hip Strip

See Montego Bay's landmarks and local life in one afternoon with a private guide

A private tour of Montego Bay picks you up from your hotel and covers the city's main attractions in three to four hours. You'll explore the Hip Strip's shops, markets and Margaritaville, then tour Rose Hall Great House to learn its history and the legends of the White Witch. A professional guide leads the route through town squares, local communities and historic estates.

Step-by-step itinerary

Stops and time spent at each

1. Hip Strip2h
2. Rose Hall Great House2h

Explore Montego Bay highlights

• Pickup from resort or Airbnb
• Drive through Montego Bay city
• Visit local communities and villages
• Explore the Hip Strip shops and markets
• Relax at Margaritaville
• Tour Rose Hall Great House

The experience

The tour starts with pickup from your resort or Airbnb in a private, air-conditioned vehicle. From there you drive through Montego Bay's bustling town square and past historic sights, then into local communities where mansions and small villages line the route. The guide points out what you're seeing as the day unfolds, so you get context for the places you pass rather than just the names.

The Hip Strip is where the tour slows down. This stretch of road holds colorful shops, boutiques, local markets and places to eat, anchored by Margaritaville: a legendary spot for tropical cocktails and water slides if you want to stop. You explore on foot here, with time to browse or grab food depending on what interests you. Then you head to Rose Hall Great House, a Georgian mansion with a darker reputation: it was once home to Annie Palmer, known as the White Witch of Rose Hall. The guided tour inside covers the estate's real history alongside its haunting legends, and you walk through the opulent interiors. The whole experience fits into an afternoon without feeling rushed.

Wheelchair-accessible throughout, and the vehicle has specialized infant seats if you're traveling with small children. Your pickup location determines the final price, so choose the option that matches where you're staying.

What’s included

• Hotel pickup and drop-off from your resort or Airbnb.
• private vehicle with air conditioning.
• professional guide throughout the tour.
• entrance to Rose Hall Great House.

Options for this experience

3 options

Montego Bay PickupGuide in English · 10:00Departs from Montego Bay hotels; pickup is included

Grand Palladium PickupGuide in English · 10:00Departs from the Grand Palladium Resort & Spa; includes pickup

Falmouth PickupGuide in English · 10:00Pickup included; departs from Falmouth

You'll see the exact price of each option when you check availability.See dates and prices

Before you book

Days and timesMonday to SaturdayDeparts at 10:00

Book up to12h before

AgesUp to age 75

GroupPrivate

Live guideEnglish

Meeting point and pickupHotel pickup included.

Cancellation and refundsFree cancellation up to 24 h before the start. After that, no refund.It may be canceled if the minimum number of travelers isn't reached. If that happens, you're offered another date or a refund.

Paid on siteUS$ 25

Prices and times updated 3 days ago

Good to know

Low physical effortWheelchair accessibleAccessible transportStroller-friendlyInfant seats availablePets welcome

Operated by Your Jamaican Tour Guide

Is this one for you?Pick this private tour if you want a guide explaining Montego Bay's history and layout as you move through the city, rather than navigating and stopping on your own.

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Top questions

What is the Hip Strip in Montego Bay like?

The Hip Strip is a vibrant stretch of road lined with colorful shops, lively bars and bustling markets. Margaritaville anchors it. A legendary venue where you can relax, order tropical cocktails and use water slides. The tour gives you time to walk through the shops and markets here.

What will I learn about Rose Hall Great House?

Rose Hall Great House is a historic Georgian mansion once owned by Annie Palmer, the White Witch of Rose Hall. The guided tour covers the estate's real history and the mysterious legends surrounding it, and you explore the opulent interiors of the house itself.

Does the tour include lunch?

Lunch is not included, but the Hip Strip has many places to eat and the tour gives you time to stop if you want to. You can grab food there or continue to Rose Hall depending on your preference.

How does pickup work for this tour?

Hotel pickup and drop-off are included. You choose your pickup location at checkout (Falmouth, Montego Bay or Grand Palladium), and the vehicle arrives at your resort or Airbnb to start the tour.