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Jamaica Long Weekend: Montego Bay & Rose Hall

Swap the everyday for white-sand beaches and warm Caribbean sunshine, with a long weekend split between the lively heart of Montego Bay and the grand plantation history of Rose Hall.

Trip code: 1171

4 days / 3 nights Tour starts Montego Bay, Jamaica Tour ends Montego Bay, Jamaica

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Overview

Jamaica has a way of making you feel at home the moment you land. The reggae rhythms, the salt-tinged breeze, the easy warmth of the people — it all hits you at once. This long weekend plants you right in the middle of it, starting in Montego Bay, one of the Caribbean's most vibrant resort towns. You're close to everything here: great beaches, lively street food, rum bars, and a waterfront that buzzes from morning to night.

Just a short drive east, the mood shifts at Rose Hall. This is Jamaica's plantation country, where grand 18th-century great houses sit on rolling hills above the sea. Rose Hall itself carries one of the island's most talked-about histories — equal parts glamour and ghost story — and the area around it is quieter and more refined, with some of Jamaica's finest resorts and golf courses. It's a natural contrast to the energy of MoBay, and together the two make for a really satisfying long weekend.

With only a few days, you won't be rushing between far-flung corners of the island. Everything is close, the pace is relaxed, and there's plenty of time to do as much or as little as you like. Whether you spend your afternoons on the beach or out exploring, this is a trip that delivers real Caribbean colour without overcomplicating things.

Perfect for

CouplesFriend GroupsBeach LoversLong WeekendsFood & CultureAll-Inclusive FansFirst-Time Jamaica

Itinerary

What you’ll do each day, with your included hotel — or upgrade any stay.

Arrive at Sangster International Airport (MBJ). Meet your prearranged transfer and settle into your chosen Montego Bay or Rose Hall hotel. Spend the afternoon by the sea and enjoy a relaxed Jamaican dinner. Overnight in Montego Bay.

Make this trip yours

Stay longer or shorter in Montego Bay

Your stay in Montego Bay
3 nights4 days total

Your itinerary and price update when you change your stay.

Dela de Rose Guest House negril JamaicaDays 1–4 Included

Dela de Rose Guest House negril Jamaica

Recommended nights Fully flexible

Adjust the number of nights at this hotel — your itinerary days and price update automatically.

More Hotel Options
Dela de Rose Guest House negril JamaicaIncluded
Dela de Rose Guest House negril Jamaica
Selected
Hotel Grand A View
Hotel Grand A View
Hotel 39 Jamaica
Hotel 39 Jamaica
Zoetry Montego Bay Jamaica
Zoetry Montego Bay Jamaica
Villa Chinnor
Villa Chinnor
Samsara Cliff Resort
Samsara Cliff Resort
Royalton Negril, An Autograph Collection All-Inclusive Resort
Royalton Negril, An Autograph Collection All-Inclusive Resort
Royalton Negril An Autograph Collection All Inclusive Resort
Royalton Negril An Autograph Collection All Inclusive Resort
Casia Villa
Casia Villa
S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel
S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel
Stunning Ocean View
Stunning Ocean View
Grand Lido Negril Au-Naturel, An Autograph Collection All-Inclusive Resort - Adults Only
Grand Lido Negril Au-Naturel, An Autograph Collection All-Inclusive Resort - Adults Only
Half Moon
Half Moon
Round Hill Hotel And Villas
Round Hill Hotel And Villas
Riu Palace Tropical Bay All Inclusive
Riu Palace Tropical Bay All Inclusive
Services included
Montego Bay Sightseeing Tour and Souvenir ShoppingSightseeing

Montego Bay Sightseeing Tour and Souvenir Shopping

4h Montego Bay, Jamaica
Montego Bay Sunset Catamaran with Private TourSightseeing

Montego Bay Sunset Catamaran with Private Tour

5h Jamaica

Why You'll Love This Trip

  • One hotel for the whole trip — no packing and unpacking
  • Right on Jamaica's laid-back north coast
  • Easy in and out through Montego Bay Airport
  • Real Jamaican food and music on the itinerary
  • Optional Rose Hall Great House tour adds history without pressure
  • Hotel options from cozy 3-star to landmark 5-star
  • Plenty of free time — this trip doesn't rush you

What's Included

  • Three nights at the selected Montego Bay or Rose Hall hotel in the selected room category
  • Return airport transfers between MBJ and the hotel, subject to supplier confirmation
  • Local assistance during the stay

What's Excluded

  • International flights (available as an optional add-on)
  • Meals and beverages unless included in the selected hotel rate
  • Optional excursions, entrance fees and activities
  • Tips, personal expenses and travel insurance

Hotel rates, inclusions and transfer availability are confirmed for your travel dates before payment. Book guided outings through approved providers. Check current entry rules and travel advice for your nationality before departure.

Estimated price

Estimate

$772per person

4 days • 3 nights

Final price depends on your travel dates.

Room 1
Adult(s)
2
Child(ren)
0
Total for 2 travelers$1,544

$772 per person

Select dates to see your live price.

$772per person

Total for 2 travelers · $1,544

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