Chaguaramas Vacations from $505

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Your Chaguaramas Vacation

With all the details planned before you take off, our Chaguaramas vacation packages mean you can simply focus on enjoying your getaway. No matter if you're based in the neighborhood of Saint James, which is good for nightlife, or someplace else in town, this lively city promises plenty of discoveries. If your trip to Chaguaramas includes some sightseeing, don't miss renowned attractions like Chaguaramas Boardwalk, Chaguaramas Golf Course and Macqueripe Bay. Whoever you're heading away with and whatever your budget, your dream Chaguaramas vacation is only clicks away with Expedia.

The Latest Chaguaramas vacation packages

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

Tstays Smart Hotel

2.5 out of 5
Woodbrook
Price was $597, price is now $505 per person
$505
per person
Aug 27 - Aug 30
found 4 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Port of Spain (POS)
9.2/10 Wonderful! (9 reviews)
Short stay but ill rate 3/5. Room was cleaned tho

Reviewed on Jul 14, 2026

Airport Suites Hotel

Airport Suites Hotel

3 out of 5
Price was $844, price is now $571 per person
$571
per person
Sep 23 - Sep 28
found 12 hours ago
Roundtrip flight included
New York (JFK) to Port of Spain (POS)
6/10 (1,002 reviews)
Good for the price

Reviewed on Jul 13, 2026

Woodbrook on the Avenue

Woodbrook on the Avenue

2.5 out of 5
Woodbrook
Price was $768, price is now $542 per person
$542
per person
Sep 23 - Sep 28
found 12 hours ago
Roundtrip flight included
New York (JFK) to Port of Spain (POS)
9/10 Wonderful! (85 reviews)
Best place for the price

Reviewed on Jul 13, 2026

Hyatt Regency Trinidad

Hyatt Regency Trinidad

4.5 out of 5
Downtown Port of Spain
Price was $1,386, price is now $1,003 per person
$1,003
per person
Sep 23 - Sep 28
found 12 hours ago
Roundtrip flight included
New York (JFK) to Port of Spain (POS)
9.2/10 Wonderful! (1,047 reviews)
Great hotel.

Reviewed on Jul 11, 2026

The Chancellor Hotel

The Chancellor Hotel

3 out of 5
St. Anns
Price was $923, price is now $675 per person
$675
per person
Sep 23 - Sep 28
found 12 hours ago
Roundtrip flight included
New York (JFK) to Port of Spain (POS)
7/10 Good! (37 reviews)
Shower was not properly functioning when asked to switch rooms front desk could not program room key - they gave me access to a second room so I can shower using the housekeeping key both rooms had 1 towel 1 face towel and no washcloths Bar onsite but no staff to serve drinks Ended up checking out early due to issues at property

Reviewed on Apr 8, 2026

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Stay near popular Chaguaramas attractions

Macqueripe Bay

7.4/10 (9 reviews)
Commune with nature and explore the great outdoors at Macqueripe Bay during your travels in Chaguaramas. Take in the museums while you're in the area.
See properties

What to do in Chaguaramas

Food Experience at Night

Food Experience at Night

$90
per adult
100% of travellers recommend
Food Experience at Night
monument in the middle of a park in Trinidad and Tobago

Half-Day Port of Spain Highlights & Maracas Bay Tour

$80
per adult
96% of travellers recommend
Half-Day Port of Spain Highlights & Maracas Bay Tour
Farmers' Market

Saturday Markets & Brunch Tour

$64
per adult
Saturday Markets & Brunch Tour
See all activities in Chaguaramas

Chaguaramas Hotel Deals

West Palm Hotel

West Palm Hotel

3 out of 5
125 Western Main Rd Chaguaramas Diego Martin Regional Corporation
$168 nightly
The price is $185 total per night from Jul 15 to Jul 16
$185 total
Jul 15 - Jul 16
Total with taxes and fees
6/10 (122 reviews)
"The staff was extremely helpful."

Reviewed on Jun 28, 2026

West Palm Hotel
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
$249 nightly
The price is $276 total per night from Aug 7 to Aug 8
$276 total
Aug 7 - Aug 8
Total with taxes and fees
9.2/10 Wonderful! (1,057 reviews)
"Great hotel."

Reviewed on Jul 11, 2026

Hyatt Regency Trinidad
Kapok Hotel

Kapok Hotel

4 out of 5
16-18 Cotton Hill St Clair Port of Spain Trinidad
$150 nightly
The price is $165 total per night from Jul 26 to Jul 27
$165 total
Jul 26 - Jul 27
Total with taxes and fees
8.6/10 Excellent! (1,016 reviews)
"staff"

Reviewed on Jul 13, 2026

Kapok Hotel
See all 350 properties in Chaguaramas
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 Chaguaramas Vacation Packages

Chaguaramas 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 Chaguaramas vacation package cost?
You can grab a vacation package to this destination from $505 on Expedia. However, how much your vacation to Chaguaramas costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Chaguaramas?
If you're hoping to score a cheap Chaguaramas vacation package, consider planning a trip in March, May and November. You're likely to find lower prices on flights and hotels during these months — perfect for a budget-friendly getaway.
How many days is enough for Chaguaramas?
To get the most out of your Chaguaramas vacation, we suggest booking for 3 days. Divide your time between visiting Chaguaramas Golf Course, Macqueripe Bay and other top attractions, in addition to exploring neighborhoods like Westvale Park and Glencoe. If you've got some time to spare, add a day trip or tour to your Chaguaramas vacation itinerary.
Is it worth booking a vacation package to Chaguaramas?
Boasting a host of highlights starting with its excellent views, Chaguaramas is a good vacation destination. Whether you want to explore attractions such as Chaguaramas Boardwalk and Chaguaramas Military History & Aerospace Museum or venture off the beaten track, you'll find plenty to keep you busy during your Chaguaramas vacation.
How to find the best Chaguaramas package deals?
Landing a cheap Chaguaramas package deal is easy with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, apply some filters and browse what's available. You can customize your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Chaguaramas package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are often lower.
Is it cheaper to book a Chaguaramas vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll generally snag a better deal than booking each component separately. And you'll still get the flexibility to create a tailored Chaguaramas vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Chaguaramas?
If you've got your Chaguaramas travel dates finalized, book as soon as you can to score some outstanding deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment adventures? Our last-minute deals are great for traveling on a whim.
How to plan a trip to Chaguaramas?

  1. Choose your travel dates: What you'd like to do in Chaguaramas and your favorite season can help you decide when to get away.
  2. Plan your budget wisely: In addition to the cost of your accommodations, you should consider other expenses. These include flights, transportation and food. Also, set aside a little extra for unexpected expenses that may come up during your trip to Chaguaramas.
  3. Explore Chaguaramas with Expedia's trip planning tool: Gain insights into the top attractions and best hotels for your trip to Chaguaramas. You can also save your must-visit places, collaborate with your group and organize your plans in one place.
  4. Work out your trip length: Consider how long you'd like to spend discovering Chaguaramas. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  5. Bundle your accommodations and airfare: Once you've settled on your travel dates and duration, lock in the ideal Chaguaramas vacation package for you.
  6. Book experiences or activities ahead of time: Whether it's entrance to a major attraction or a day trip in nature, you won't have to worry about missing out on Chaguaramas's highlights. Find all the incredible things to do in Chaguaramas with our dedicated travel guide.

Does Expedia offer Book Now, Pay Later Chaguaramas vacation packages?
Secure your ideal getaway to Chaguaramas with our Book Now, Pay Later vacations. No need to save up or wait for the next payday — we've teamed up with online lender Affirm to give you flexibility and choice. Our vacation packages with payment plans let you split the cost over 3, 6 or 12 months. With no hidden charges or late payment fees, it's easy to budget for your trip and snap up cheap deals while they last.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.