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St. Augustine Vacation Packages

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St. Augustine Flight + Hotel 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
Price was $623, price is now $497 per person
$497
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Port of Spain (POS)
Book a stay at this golf guesthouse in Port of Spain. Enjoy free WiFi, free parking, and a business center. Popular attractions Queen's Park Savanah and Ariapita Avenue are located nearby.
Best place for the price

Reviewed on Jul 13, 2026

Airport Suites Hotel

Airport Suites Hotel

3 out of 5
Price was $1,057, price is now $811 per person
$811
per person
Sep 7 - Sep 13
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Port of Spain (POS)
Book a stay at this business-friendly hotel in Piarco. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Millenium Golf Club and Trincity Mall are located nearby.

Hyatt Regency Trinidad

Hyatt Regency Trinidad

4.5 out of 5
Price was $895, price is now $749 per person
$749
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Port of Spain (POS)
Book a stay at this luxury resort in Port of Spain. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Queen's Park Savanah and National Library and Information System Authority are located nearby.
The hotel is extremely clean and check-in process was one of the quickest I’ve ever experienced. Likewise, the checkout was simple and quick. The staff is pleasant and kind.

Reviewed on Aug 1, 2026

The Chancellor Hotel

The Chancellor Hotel

3 out of 5
Price was $698, price is now $589 per person
$589
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Port of Spain (POS)
Book a stay at this business-friendly hotel in Port of Spain. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Queen's Park Savanah and Queen's Hall are located nearby.
beautiful landscape and pool

Reviewed on Jul 30, 2026

West Palm Hotel

West Palm Hotel

3 out of 5
Price was $672, price is now $575 per person
$575
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Port of Spain (POS)
Stay at this hotel in Chaguaramas. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Chaguaramas Military History & Aerospace Museum and Five Islands Water & Amusement Park are located nearby.
The staff was extremely helpful.

Reviewed on Jun 28, 2026

Airport Inn

Airport Inn

3.5 out of 5
Price was $741, price is now $636 per person
$636
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Port of Spain (POS)
Book a stay at this business-friendly B&B in Piarco. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Trincity Mall and Millenium Golf Club are located nearby.
I booked this hotel because the Expedia listing advertised a 24-hour airport shuttle, which was essential since I was traveling internationally with my children. After booking, I was told there was no shuttle service and that I would have to find and pay for my own taxi. When I pointed out that the listing still advertised the shuttle, the owner admitted the information had not been updated since COVID but continued to justify it instead of correcting the listing. Advertising a service that is no longer provided is misleading and caused unnecessary stress while planning our trip. I had to cancel my reservation because I could no longer trust that the information in the listing was accurate. I hope the listing is updated so future travelers can make an informed decision.

Reviewed on Jul 28, 2026

Emporis Resort

Emporis Resort

3.5 out of 5
Price was $783, price is now $677 per person
$677
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Port of Spain (POS)
Book a stay at this business-friendly aparthotel in Arouca. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Cleaver Woods Park and Santa Rosa First Peoples Community Centre are located nearby.

The Royal Hotel

The Royal Hotel

3 out of 5
Price was $818, price is now $712 per person
$712
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Port of Spain (POS)
Stay at this hotel in San Fernando. Enjoy free breakfast, free WiFi, and free parking. Popular attractions National Academy for the Performing Arts and Gulf City Mall are located nearby.
Well maintained property, not somewhere I would go for vacation.

Reviewed on Jul 27, 2026

St. Augustine Vacation Packages 3-4 Night Stays

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 $705, price is now $561 per person
$561
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Port of Spain (POS)
Airport Suites Hotel

Airport Suites Hotel

3 out of 5
Price was $768, price is now $577 per person
$577
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Port of Spain (POS)
Tstays Smart Hotel

Tstays Smart Hotel

2.5 out of 5
Woodbrook
Price was $756, price is now $620 per person
$620
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Port of Spain (POS)
The Chancellor Hotel

The Chancellor Hotel

3 out of 5
St. Anns
Price was $831, price is now $683 per person
$683
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Port of Spain (POS)

St. Augustine Vacation Packages 5-7 Night Stays

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 $745, price is now $578 per person
$578
per person
Oct 16 - Oct 21
found 1 hour ago
Roundtrip non-stop flight included
Atlanta (ATL) to Port of Spain (POS)
Airport Suites Hotel

Airport Suites Hotel

3 out of 5
Price was $1,057, price is now $811 per person
$811
per person
Sep 7 - Sep 13
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Port of Spain (POS)
Hyatt Regency Trinidad

Hyatt Regency Trinidad

4.5 out of 5
Downtown Port of Spain
Price was $1,212, price is now $994 per person
$994
per person
Oct 16 - Oct 21
found 1 hour ago
Roundtrip non-stop flight included
Atlanta (ATL) to Port of Spain (POS)
Airport Inn

Airport Inn

3.5 out of 5
Price was $830, price is now $689 per person
$689
per person
Oct 16 - Oct 21
found 1 hour ago
Roundtrip non-stop flight included
Atlanta (ATL) to Port of Spain (POS)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

American Airlines
Mon, Jan 18 - Fri, Jan 29
MIA
Miami Intl.
POS
Piarco Intl.
$249 Roundtrip, found 13 hours ago
$249
Roundtrip
found 13 hours ago
Select American Airlines flight, departing Mon, Jan 18 from Miami Intl. to Piarco Intl., returning Fri, Jan 29, priced at $249 found 13 hours ago
Caribbean Airlines
Fri, Oct 9 - Thu, Oct 15
FLL
Fort Lauderdale - Hollywood Intl.
POS
Piarco Intl.
$323 Roundtrip, found 2 days ago
$323
Roundtrip
found 2 days ago
Select Caribbean Airlines flight, departing Fri, Oct 9 from Fort Lauderdale - Hollywood Intl. to Piarco Intl., returning Thu, Oct 15, priced at $323 found 2 days ago
Air Canada
Fri, Aug 28 - Tue, Sep 8
YYZ
Pearson Intl.
POS
Piarco Intl.
$410 Roundtrip, found 2 hours ago
$410
Roundtrip
found 2 hours ago
Select Air Canada flight, departing Fri, Aug 28 from Pearson Intl. to Piarco Intl., returning Tue, Sep 8, priced at $410 found 2 hours ago
Copa
Wed, Oct 21 - Sun, Nov 1
JFK
John F. Kennedy Intl.
POS
Piarco Intl.
$415 Roundtrip, found 12 hours ago
$415
Roundtrip
found 12 hours ago
Select Copa flight, departing Wed, Oct 21 from John F. Kennedy Intl. to Piarco Intl., returning Sun, Nov 1, priced at $415 found 12 hours ago