The One and Only Montego Bay Tour
Montego Bay, Jamaica
- Stop in at Margaritaville: The unofficial capital of Montego Bay's fabled beachside "Hip Strip," everything about this place is fun. Their 52 flavors of margaritas guarantee it.
- Doctors Cave Beach: Go for a dip or just enjoy the sun on this beautiful stretch of soft white sand and gin-clear turquoise water; it's been a prime gathering spot for over 100 years.
- Richmond Hill Inn: You'll flip at the views from this 200-year-old great house perched high above Montego. Its 18-inch walls are made of limestone and molasses.
- Harbour Street Crafts Market: Jamaica's known for its tropical handicrafts, and this is the place to find them. Get ready to bargain for fabulous hats, baskets, beads, and more.
About this Montego Bay tour
Five hundred years and almost that many hurricanes have passed since Columbus first anchored here in 1494, naming this the Gulf of Good Weather. By the mid 1600s, it was known as Manteca Bahía (Bay of Lard), thanks to the hog butter processed from local wild boars. Once England took over in 1655, sugar was planted and new wealth poured in for a time. But at no point did the naturally wild atmosphere of Montego Bay ever give way to what you'd call refinement.
Montego's world-famous beachfront "Hip Strip" is home to more than a dozen resort hotels and over 100 shops, restaurants, and watering holes. Among them is one place that needs no introduction: Margaritaville. Inside, you'll discover two-tiered open-air bars, giant water trampolines, a floating offshore deck, and a spectacular waterslide that starts at the roof and splashes down into the blue Caribbean waters. The food's great, the list of margaritas is long, and the soundtrack is festive.
You'll also visit Doctors Cave Beach, a beloved institution there since 1906; its white sand and sparkling turquoise water will again tempt you in for a dip. Or at least to get your feet wet.
As you wind through town, spending time on the heights at Richmond Hill, at the Crafts Market, and on the streets, you'll likely meet a local or two, and experience Montego Bay's welcoming atmosphere.
No sugar coating this history
In the 17th and 18th centuries, England saw great profit from Jamaica's sugar mills, which ran on slave labor. In 1831, with Parliament talking abolition, a Montego Bay slave named Samuel Sharpe organized a peaceful protest. Since it was harvest time, things escalated and plantation owners and colonial troops reacted swiftly. The "Christmas Rebellion" was soon put down, with Sharpe hanged for his role. Ironically, slavery was abolished across the Empire one year later, and today Sharpe is honored as a national hero.
Arriving by cruise ship? A guide will meet you on the pier. Staying in hotel? Your guide will be waiting in the lobby. Make sure you specify the name of your cruise ship or hotel at check out. At the meeting time, look for our logo sign.
A Minimum of 5 guests are required for this tour to operate. A private option is also available.
Participants must navigate some stairs at each location.
Entrance to Doctor's Cave Beach is not included in the cost of the tour, but is available at an additional charge payable directly at the venue.
Hip Strip, Margaritaville and Doctors Cave Beach are accessible to manual wheelchairs, walkers and canes. This experience is not considered wheelchair accessible.
This tour involves a moderate amount of walking, some of which is over sand and dirt paths. Travelers with limited mobility may not see all sites fully but can participate at their discretion.
Family Friendly, Beach, Budget, Shopping, Walking Tour
English, French, German, Mandarin, Spanish
Tour Participation Requirements
This experience is rated moderate. Full participation may require extended periods of walking over even and uneven surfaces, steep terrain and/or water activity in a slight current. There may be steps, inclines, cobblestone surfaces, and extended periods of standing. Participants with physical limitations should take this into account.
Suitable for all ages.
Suitable for travelers weighing up to 300 lbs.
Full refunds issued for cancellations made 7 full days prior to the date and time of requested services. Cancellations made within the 7-day and 72-hour window will receive a 50% refund of purchase total. Purchases are non-refundable inside of 72 hours.
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