Chacachacare Vacations from $386

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The Latest Chacachacare vacation packages

Price found within the past 48 hours. Click for updated prices.
Cascadia Hotel

Cascadia Hotel

3 out of 5
Price was $451, price is now $386 per person
$386
per person
Jan 29 - Feb 2
found 9 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Port of Spain (POS)
5.2/10 (65 reviews)
Simple changes can be made eg. the chairs in the balcony and the corridor well lit.

Reviewed on Oct 29, 2025

Chaquacabana Resort & Beach Club

Chaquacabana Resort & Beach Club

3 out of 5
Price was $650, price is now $505 per person
$505
per person
Jan 29 - Feb 2
found 9 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Port of Spain (POS)
6/10 (87 reviews)
Property needs to have proper walkway to staircase to home.

Reviewed on Oct 13, 2025

Tstays Smart Hotel

Tstays Smart Hotel

2.5 out of 5
Woodbrook
Price was $491, price is now $397 per person
$397
per person
Jan 29 - Feb 2
found 9 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Port of Spain (POS)
No reviews
Whilst the property was nice and clean, our bedroom window was next to the double carriageway way with constant car noise

Reviewed on Nov 24, 2025

Royal Palm Suite Hotel

Royal Palm Suite Hotel

3.5 out of 5
Price was $1,024, price is now $915 per person
$915
per person
Feb 6 - Feb 10
found 10 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Port of Spain (POS)
4.4/10 (27 reviews)
Staff was amazing love the area would definitely return

Reviewed on Feb 19, 2025

Hyatt Regency Trinidad

Hyatt Regency Trinidad

4.5 out of 5
Downtown Port of Spain
Price was $764, price is now $530 per person
$530
per person
Mar 3 - Mar 6
found 11 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Port of Spain (POS)
9.2/10 Wonderful! (1,008 reviews)
The room was spotless and staff excellent, a Most visit!

Reviewed on Dec 19, 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
$225 nightly
The price is $245 total per night from Jan 14 to Jan 15
$245 total
Jan 14 - Jan 15, 2026
Total with taxes and fees
9/10 Wonderful! (1,000 reviews)
The room was spotless and staff excellent, a Most visit!

Reviewed on Dec 19, 2025

Hyatt Regency Trinidad
Radisson Hotel Trinidad

Radisson Hotel Trinidad

4 out of 5
Wrightson Road Port of Spain Trinidad
Fully refundable
$158 nightly
The price is $172 total per night from Jan 2 to Jan 3
$172 total
Jan 2 - Jan 3, 2026
Total with taxes and fees
7/10 Good! (933 reviews)
Had a nice stay. Courteous staff, clean room and good breakfast.

Reviewed on Dec 22, 2025

Radisson Hotel Trinidad
The BRIX, Autograph Collection

The BRIX, Autograph Collection

4.5 out of 5
2-4 Coblentz Avenue Port of Spain Trinidad
Fully refundableReserve now, pay when you stay
$212 nightly
The price is $232 total per night from Jan 11 to Jan 12
$232 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
9/10 Wonderful! (511 reviews)
I really enjoyed my short stay at the hotel. The hotel is centrally located, so it was easy to walk to many of the city’s main attractions. The hotel staff were also friendly, efficient and very helpful. I honestly did not want to check out. I will make sure to stay there again if I am ever back ...

Reviewed on Dec 17, 2025

The BRIX, Autograph Collection
See all 196 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 $386 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.