Highlights of Jamaica
This off-the-beaten-track Jamaican itinerary showcases the natural beauty of the lush Portland parish with its many cultural experiences on offer and finishes at an elegant beach resort along the coastline at Ocho Rios.
Journey highlights
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Visit two diverse areas of Jamaica from 'off the beaten track' to beach resort
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Immerse in the real Jamaican culture with underdeveloped Portland
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Enjoy the wonderful beach at Ocho Rios
- Highlights itinerary:Our Highlights Journeys are designed to include bucket list destinations and activities paired with unparalleled insider access, exclusivity and industry-defining luxury accommodation
Our tailor made journeys include:
- Your dedicated Travel Consultant who will take care of arrangements
- Private international airport transfers in destination
- Your own private, English-speaking local guides
- Unique experiences, hand-picked by our Journeys team
- Entrance to must-see local sites
- Dedicated 24/7 team providing in-country support and guidance
- Complimentary access to My Scott Dunn – industry-leading travel app providing pre-departure information and in-journey support
When to visit
- J
- F
- M
- A
- M
- J
- J
- A
- S
- O
- N
- D
Jamaica is a year-round destination, though there are seasonal differences to consider. Weather-wise, temperature isn’t an important factor: winter is usually warm by day and mild to cool by night, and summer months are hot. The rainy season extends from May to November, with peaks in May, June, October and November. Rain usually falls for short periods (normally in the late afternoon), and it’s quite possible to enjoy sunshine for most of your visit during these months.
Itinerary
Fly to Kingston
Jamaica
Fly to the lively capital of Jamaica, Kingston and within half an hour you are into the lush, mountainous scenery that takes you along winding roads and through the heavy bass lines of the music coming from the local villages to the Portland parish of Jamaica. This is where Jamaicans themselves choose to vacation, away from the crowds of the larger, more developed resorts.
Arriving in Port Antonio, you'll be delighted that you made the brave step away from the norm as you pass through the lively hub of the town. Your local driver will point out the places you should explore once you have settled into your hotel, such as the local craft market and Titchfield Hill, Port Antonio's original residential area, filled with Victorian gingerbread architecture.
Accommodation: Trident Jamaica ( 5 nights )
Ochos Rios, Jamaica
From Port Antonio, head to the more developed area of Ocho Rios. While this is a developed part of the island it is a wonderfully bustling town. The beach is by far our favorite in Jamaica and service here is impeccable.
There are many activities on offer from Ocho Rios such as the Mystic Mountain, a type of open cable car that takes you on a 20-minute ride up high over the rainforest where at the top you will find a little exhibition about the Jamaican Bob Sleigh team and Jamaica's athletes. Alternatively, take a trip to Dunn's River Falls to climb the waterfall but go as early in the morning or as late as possible in the evening to avoid the larger groups.
Accommodation: Jamaica Inn ( 5 nights )
Fly home from Kingston
Price Guide: (per person based on double occupancy and excludes international flights)
| Departing |
Price from*
|
Deposit from * | Enquire |
|---|---|---|---|
| July 2025 | $3,900 | $1,000 | plan your trip |
| August 2025 | $3,900 | $1,000 | plan your trip |
| September 2025 | $3,900 | $1,000 | plan your trip |
| October 2025 | $3,900 | $1,000 | plan your trip |
| November 2025 | $5,000 | $1,200 | plan your trip |
| December 2025 | $6,000 | $1,500 | plan your trip |
| January 2026 | $6,000 | $1,500 | plan your trip |
| February 2026 | $6,000 | $1,500 | plan your trip |
| March 2026 | $6,000 | $1,500 | plan your trip |
| April 2026 | $6,000 | $1,500 | plan your trip |
| May 2026 | $3,900 | $1,000 | plan your trip |
| June 2026 | $3,900 | $1,000 | plan your trip |
-
July 2025
Price from *
- Pricing is a guideline only, is based on two people sharing and excludes special offers.
- Travel over peak periods (e.g. Christmas, New Year, festivals and other public vacations) can affect prices considerably, as can exchange rates, flight class and room type.
- Solo traveler pricing is available upon request.
$3,900
Deposit from*$1,000
-
August 2025
Price from *
- Pricing is a guideline only, is based on two people sharing and excludes special offers.
- Travel over peak periods (e.g. Christmas, New Year, festivals and other public vacations) can affect prices considerably, as can exchange rates, flight class and room type.
- Solo traveler pricing is available upon request.
$3,900
Deposit from*$1,000
-
September 2025
Price from *
- Pricing is a guideline only, is based on two people sharing and excludes special offers.
- Travel over peak periods (e.g. Christmas, New Year, festivals and other public vacations) can affect prices considerably, as can exchange rates, flight class and room type.
- Solo traveler pricing is available upon request.
$3,900
Deposit from*$1,000
-
October 2025
Price from *
- Pricing is a guideline only, is based on two people sharing and excludes special offers.
- Travel over peak periods (e.g. Christmas, New Year, festivals and other public vacations) can affect prices considerably, as can exchange rates, flight class and room type.
- Solo traveler pricing is available upon request.
$3,900
Deposit from*$1,000
-
November 2025
Price from *
- Pricing is a guideline only, is based on two people sharing and excludes special offers.
- Travel over peak periods (e.g. Christmas, New Year, festivals and other public vacations) can affect prices considerably, as can exchange rates, flight class and room type.
- Solo traveler pricing is available upon request.
$5,000
Deposit from*$1,200
-
December 2025
Price from *
- Pricing is a guideline only, is based on two people sharing and excludes special offers.
- Travel over peak periods (e.g. Christmas, New Year, festivals and other public vacations) can affect prices considerably, as can exchange rates, flight class and room type.
- Solo traveler pricing is available upon request.
$6,000
Deposit from*$1,500
-
January 2026
Price from *
- Pricing is a guideline only, is based on two people sharing and excludes special offers.
- Travel over peak periods (e.g. Christmas, New Year, festivals and other public vacations) can affect prices considerably, as can exchange rates, flight class and room type.
- Solo traveler pricing is available upon request.
$6,000
Deposit from*$1,500
-
February 2026
Price from *
- Pricing is a guideline only, is based on two people sharing and excludes special offers.
- Travel over peak periods (e.g. Christmas, New Year, festivals and other public vacations) can affect prices considerably, as can exchange rates, flight class and room type.
- Solo traveler pricing is available upon request.
$6,000
Deposit from*$1,500
-
March 2026
Price from *
- Pricing is a guideline only, is based on two people sharing and excludes special offers.
- Travel over peak periods (e.g. Christmas, New Year, festivals and other public vacations) can affect prices considerably, as can exchange rates, flight class and room type.
- Solo traveler pricing is available upon request.
$6,000
Deposit from*$1,500
-
April 2026
Price from *
- Pricing is a guideline only, is based on two people sharing and excludes special offers.
- Travel over peak periods (e.g. Christmas, New Year, festivals and other public vacations) can affect prices considerably, as can exchange rates, flight class and room type.
- Solo traveler pricing is available upon request.
$6,000
Deposit from*$1,500
-
May 2026
Price from *
- Pricing is a guideline only, is based on two people sharing and excludes special offers.
- Travel over peak periods (e.g. Christmas, New Year, festivals and other public vacations) can affect prices considerably, as can exchange rates, flight class and room type.
- Solo traveler pricing is available upon request.
$3,900
Deposit from*$1,000
-
June 2026
Price from *
- Pricing is a guideline only, is based on two people sharing and excludes special offers.
- Travel over peak periods (e.g. Christmas, New Year, festivals and other public vacations) can affect prices considerably, as can exchange rates, flight class and room type.
- Solo traveler pricing is available upon request.
$3,900
Deposit from*$1,000
- plan your trip
We design each itinerary around you, so this suggested itineraryis a starting point that we can tweak or transform into something completely personalized to you. Call us on 858 345 1751 to start planning your vacation.
Why Scott Dunn for Luxury Tours?
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- We’ve curated an elevated collection of accommodation, experiences, and guides.
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