
St. Helena Vacation Packages
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Your St. Helena Vacation
There's no better way to get away than with one of our vacation packages to St. Helena. The volcanic features and spectacular views are two of the compelling reasons to stay in this awesome city. Trincity Mall and Millenium Golf Club are a couple of the major attractions to check out during a trip to St. Helena. No matter your travel plans or budget, organizing your ultimate tailored St. Helena vacation is a breeze with Expedia.
Top St. Helena Vacation Deals
Price found within the past 48 hours. Click for updated prices.

Woodbrook on the Avenue
Woodbrook
Price was CA $1,150, price is now CA $820 per person
CA $820
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Port of Spain (POS)
9/10 Wonderful! (73 reviews)
The property is gated, clean and secure. The rooms are well appointed, and supported by polite and personal support staff. There is also 24/7 security surveillance.
Reviewed on Jul. 3, 2025

Hyatt Regency Trinidad
Downtown Port of Spain
Price was CA $1,852, price is now CA $1,352 per person
CA $1,352
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Port of Spain (POS)
9.2/10 Wonderful! (1,008 reviews)
Location worked for our short stay.
Reviewed on Aug. 16, 2025

HADCO Experiences at AWNC
Price was CA $2,584, price is now CA $2,132 per person
CA $2,132
per person
Oct 23 - Oct 30
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Port of Spain (POS)
10/10 Exceptional! (1 review)
Breathtaking views with a highly skilled staff with plenty of outdoor activities to partake in!! Absolutely outstanding visit!
Reviewed on Mar. 12, 2025

St. Helena Hotel Deals

Grand Diamond Hotel Suites Trinidad
LP 12 Golden Grove Road, Piarco, Trinidad
The price is CA $150 per night from Aug 22 to Aug 23
CA $150
CA $166 total
Aug 22 - Aug 23
includes taxes & fees
8.6/10 Excellent! (747 reviews)
"Always a great stay for short visits and airport transfers. Helpful and pleasant staff. On site restaurant is fantastic."
Reviewed on Aug. 4, 2025

El Carmen Apartments
Caroni Arena Rd, St. Helena
The price is CA $130 per night from Aug 21 to Aug 22
CA $130
CA $156 total
Aug 21 - Aug 22
includes taxes & fees

Hyatt Regency Trinidad
No 1 Wrighton Road, Port of Spain, Trinidad
Fully refundableReserve now, pay when you stay
The price is CA $316 per night from Sep 17 to Sep 18
CA $316
CA $384 total
Sep 17 - Sep 18
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
"Location worked for our short stay."
Reviewed on Aug. 16, 2025
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.
What to do in St. Helena
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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.