Chacachacare Vacations from $467

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The Latest Chacachacare vacation packages

Price found within the past 48 hours. Click for updated prices.
Woodbrook on the Avenue

Woodbrook on the Avenue

2.5 out of 5
Woodbrook
Price was $596, price is now $467 per person
$467
per person
Dec 25 - Dec 29
found 13 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Port of Spain (POS)
8.8/10 Excellent! (75 reviews)
Staff greeted me warmly and guided me to my room where I was able to store my luggage for a couple of hours. Room was clean, had wifi, air-conditioning, and hot water. I'm very happy with my stay.

Reviewed on Oct 28, 2025

Hyatt Regency Trinidad

Hyatt Regency Trinidad

4.5 out of 5
Downtown Port of Spain
Price was $1,123, price is now $870 per person
$870
per person
Jan 23 - Jan 27
found 17 hours ago
Roundtrip non-stop flight included
New York (JFK) to Port of Spain (POS)
9.2/10 Wonderful! (1,011 reviews)
The room was spotless. The only issue I had was the 2 glasses in the bathroom were dirty. I never use them but I check everything. It was never changed. Other than that, I like the upgrades to the lobby area and a convenient sixt car rental section.

Reviewed on Nov 9, 2025

Mt. Plaisir Estate Hotel

Mt. Plaisir Estate Hotel

3 out of 5
Save 100% on your flight
Price was $2,824, price is now $2,321 per person
$2,321
per person
Jan 13 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Port of Spain (POS)
10/10 Exceptional! (9 reviews)
I was pleasantly surprised by this Hotel in Grand Riviere. The fully incorporated offering was great...that is all meals, outdoor activities, transportation to activities and friendliness of staff was very refreshing. The rooms were a bit dated but facilities were good. Only thing affecting our stay was the construction on the bridge which took away from our kayaking experience. However it was a great stay.

Reviewed on Oct 24, 2025

Radisson Hotel Trinidad

Radisson Hotel Trinidad

4 out of 5
Downtown Port of Spain
Price was $983, price is now $814 per person
$814
per person
Jan 2 - Jan 6
found 1 day ago
Roundtrip flight included
New York (NYC) to Port of Spain (POS)
7/10 Good! (898 reviews)
The room was excellent the staff amazing as usual but i could not get any wifi in my room and had to go to the lobby to make and recieve calls which was a great inconvenience to me as i had to upload menu to my staff daily

Reviewed on Nov 1, 2025

The Chancellor Hotel

The Chancellor Hotel

3 out of 5
Price was $1,221, price is now $1,023 per person
$1,023
per person
Dec 17 - Dec 22
found 1 day ago
Roundtrip flight included
New York (JFK) to Port of Spain (POS)
7.2/10 Good! (31 reviews)
Overall. It was quiet and cozy.

Reviewed on Jul 13, 2025

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Chacachacare Hotel Deals

Hyatt Regency Trinidad

Hyatt Regency Trinidad

4.5 out of 5
No 1 Wrighton Road, Port of Spain, Trinidad
Fully refundableReserve now, pay when you stay
$244 nightly
The price is $266 total per night from Dec 1 to Dec 2
$266 total
Dec 1 - Dec 2
Total with taxes and fees
9/10 Wonderful! (1,000 reviews)
Hotel is nice overall, but the bathroom sink was clogged. Location and amenities are pretty good though

Reviewed on Nov 4, 2025

Hyatt Regency Trinidad
Kapok Hotel

Kapok Hotel

4 out of 5
16-18 Cotton Hill St Clair, Port of Spain, Trinidad
$134 nightly
The price is $147 total per night from Nov 15 to Nov 16
$147 total
Nov 15 - Nov 16
Total with taxes and fees
8.2/10 Very Good! (999 reviews)
Clean

Reviewed on Nov 1, 2025

Kapok Hotel
The BRIX, Autograph Collection

The BRIX, Autograph Collection

4.5 out of 5
2-4 Coblentz Avenue, Cascade, Port of Spain, Trinidad
Fully refundableReserve now, pay when you stay
$167 nightly
The price is $182 total per night from Nov 30 to Dec 1
$182 total
Nov 30 - Dec 1
Total with taxes and fees
9/10 Wonderful! (490 reviews)
Nice

Reviewed on Oct 27, 2025

The BRIX, Autograph Collection
See all 199 properties in Chacachacare
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.

Find the Best Chacachacare Vacation Packages

Chacachacare Essential Information

Language
English
Currency
Trinidad and Tobago dollars
Closest Airport
Piarco Intl. Airport (POS)
Max Temp Winter
80ºF
Max Temp Summer
85ºF
Top Sights
Chaguaramas Military History & Aerospace Museum, Chaguaramas Boardwalk and Chaguaramas Golf Course

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Frequently asked questions

How much does a Chacachacare vacation package cost?
You'll find cheap prices from $467 on Expedia for your Chacachacare break. However, factors like the season, length of stay and your choice of hotel will determine how much your vacation to Chacachacare costs.
What are the cheapest months to go to Chacachacare?
March, May and November are great times to look for cheap Chacachacare vacation packages. Opting to travel in less busy periods means you can generally find reduced prices on hotels and flights.
How many days is enough for Chacachacare?
The ideal duration for your Chacachacare vacation depends on what you'd like to do and see. Typically, a handful of days to a week will give you enough time to hit all the major attractions and discover some hidden gems along the way.
How to find the best Chacachacare package deals?
Begin your search for a Chacachacare package deal by entering your destination and travel dates under our "Packages" tab. Then apply a few filters, like "Property type" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Chacachacare package deal right away, just play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Chacachacare escape off to a flying start.
Is it cheaper to book a Chacachacare vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging flights and hotels individually. Better still, you can personalize your Chacachacare trip to match your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Chacachacare?
Enjoy fantastic discounts by booking your flights in advance with Expedia. If spontaneity is more your style, grab one of our last-minute deals for a spur-of-the-moment Chacachacare escape.
Does Expedia offer Book Now, Pay Later Chacachacare vacation packages?
Your Chacachacare trip should be a relaxing escape from your daily routine, not a source of money-related stress. So to give you that extra flexibility, we've teamed up with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.