Jamaica
Dr. Thomas Liptak · CC BY-SA 4.0
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Jamaica, Coast to Coast
Montego Bay, Negril's cliffs and the quiet south coast, in one unhurried week.
- days
- 7
- bases
- 3
- places to eat
- 9
- budget
- mid
Most first Jamaica trips never leave the resort strip, which is a shame, the best of the island is the two hours past it. This route runs west from Montego Bay to Negril's cliffs, then south to Treasure Beach, where the coast goes quiet and the pace drops. Seven days, three bases, and no day that needs an alarm clock.
What you get
The whole trip, decided.
Not a list of sights. A route someone has already walked, with the bookings that need doing early flagged, the transfers timed, and the costs written as real ranges instead of a fantasy number.
- 7 days
- written out morning, afternoon and evening
- 3 bases
- where to sleep each night, and why there
- 9 places to eat
- with what to order and which base it is near
- 7 local tips
- the things a guidebook does not tell you
- A route map
- showing how the whole trip fits together
- Full costs
- stay, food, activities and transport, broken out
- 6 pre-trip checks
- what to confirm yourself before you book
- A printable PDF
- works offline, yours to keep
Why this one
Worth the flight.
- Sunset from the West End cliffs in Negril, with time to get there properly
- Floyd's Pelican Bar, a driftwood shack on a sandbar a mile out to sea
- YS Falls and the Black River in a single easy day from the south coast
- Treasure Beach, the stretch of Jamaica that never got resorts
- Jerk cooked over pimento wood, not a hotel buffet
Best months are November, December, January, February, March, April. Expect around $1,250–2,100 per person for the week, excluding flights for the whole 7 days, excluding flights. The guide breaks that into stay, food, activities and transport so you can see where it goes.
How this stays honest
Checked August 2026
Prices, opening days and entry rules drift, and no written guide can outrun that. So costs are always ranges rather than quotes, every plan carries the date it was last checked, and the last page is six things to confirm yourself before you book anything.
I take no commission from any hotel or operator. You book everything yourself, in your own name, at the price you can see.