
Trenchtown Holidays from AU$4,286
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Your Trenchtown Holiday
When it's time for your next adventure, choose a Trenchtown holiday package. From its culture to a whole lot more, there are loads of great reasons to pick this neighbourhood. Begin your trip to Trenchtown by visiting nearby attractions such as National Gallery of Jamaica, Bob Marley Museum and Jamaica House. Whatever your travel plans or budget, booking the ultimate Trenchtown holiday is simple with Expedia.
Top Holiday Package Deals in Trenchtown
Price found within the past 48 hours. Click for updated prices.

Blue-sky penthouse
Price was AU$4,286, price is now AU$4,286 per person
AU$4,286
per person
21 June - 27 June
found 11 hours ago
Return flight included
Sydney (SYD) to Kingston (KIN)
9/10 Wonderful! (2 reviews)
beautiful view, grounds well keep pool very clean. twenty-four-hour security, staff very helpful, easy access to main road. Condo has all basic cooking utensils, nice beach towels, washer dryer in good working condition, AC units all working properly and cooling as designed. The owner is availed by phone and lives close for any problems.
Reviewed on 28 Mar 2025

Couples Tower Isle All Inclusive
Price was AU$5,067, price is now AU$4,776 per person
AU$4,776
per person
21 June - 27 June
found 11 hours ago
Return flight included
Sydney (SYD) to Kingston (KIN)
9.2/10 Wonderful! (1,001 reviews)
The resort was fine. Some areas needed updating but overall the resort is in good condition and our stay was a good one. The main problem with our stay was the with about half (or more than half) of the staff members. Generally, they were just unfriendly and unwelcoming. If you asked for something, they would oblige, but it felt like you were bothering them or they were disgusted with serving you. Example is someone would give you a drink you ordered and you smile and say thank you and they just walk away...no smile, no you are welcome. Just dismissive. Also, getting a drink sometimes there would be 4 people behind the bar, with none of them serving anyone or anything and they would just let you stand there. They would make eye contact and ignore you and make you wait for 60-90 seconds. Just weird, like i was an inconvenience they were hoping would just walk away. Very strange and unwelcoming. Other servers/bartenders were great. But the positive experiences were only about 30% of the time.
Beach was nice, but not great removal of seaweed from the beach. Advertised using red flag in the sand to summon a server to bring drinks to you on the beach but service was so slow that I would just go get my own.
Pool was okay. Pool bar was same hit or miss service regarding friendliness/service. I will say Anthony at the pool bar was Great!
Room was cleaned every day very nicely. Exercise room was clean, but 1 of 3 treadmills were broken. Good stay, not great.
Reviewed on 13 Apr 2026
Our guide on where to stay in Trenchtown
Find the best Trenchtown areas and neighborhoods for the activities you enjoy most. Learn more about Trenchtown

New Kingston
3 out of top 10 points of interest in this area
New Kingston is known for its ample dining options, and you can make a stop by Devon House and Kingston and St. Andrew Parish Library while in the area.
Our pick of the best Trenchtown Hotel Deals

S Hotel Kingston
1 St Lucia Avenue Kingston Saint Andrew
Fully refundableReserve now, pay when you stay
The price is AU$288 per night from 3 May to 4 May
AU$288
3 May - 4 May
includes taxes & fees
9.4/10 Exceptional! (1,666 reviews)
Best place to stay in Kingston
Reviewed on 16 Apr 2026

ROK Hotel Kingston, Tapestry Collection by Hilton
2-4 King Street Kingston
The price is AU$270 per night from 2 May to 3 May
AU$270
2 May - 3 May
includes taxes & fees
8.8/10 Excellent! (1,215 reviews)
The coffee in the morning was excellent
Reviewed on 17 Apr 2026

R Hotel Kingston
2 Renfrew Road , Kingston 10, Jamaica Kingston Jamaica
Fully refundableReserve now, pay when you stay
The price is AU$257 per night from 27 Apr to 28 Apr
AU$257
27 Apr - 28 Apr
includes taxes & fees
8.4/10 Very Good! (1,171 reviews)
Restaurant closes 830pm. Decent bfast although limited options. Confusing elevator situation.
Reviewed on 17 Apr 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Frequently asked questions
Activities

Kingston Tour & Bob Marley Museum Admission
AU$115
per adult
74% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
















