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 on the Avenue

2.5 out of 5
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

Hyatt Regency Trinidad

4.5 out of 5
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

HADCO Experiences at AWNC

3 out of 5
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

Arlene's & Chris's Guesthouse

Arlene's & Chris's Guesthouse

4 out of 5
Price was CA $2,558, price is now CA $2,121 per person
CA $2,121
per person
Nov 1 - Nov 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Port of Spain (POS)
No reviews
Royal Palm Suite Hotel

Royal Palm Suite Hotel

3.5 out of 5
Price was CA $1,328, price is now CA $1,104 per person
CA $1,104
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Port of Spain (POS)
4.4/10 (27 reviews)
Staff was amazing love the area would definitely return

Reviewed on Feb. 19, 2025

Ready to book your vacation to St. Helena?

 

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St. Helena Hotel Deals

Grand Diamond Hotel Suites Trinidad

Grand Diamond Hotel Suites Trinidad

3 out of 5
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

Grand Diamond Hotel Suites Trinidad
El Carmen Apartments

El Carmen Apartments

4 out of 5
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
El Carmen Apartments
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
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

Hyatt Regency Trinidad
See all 399 properties in St. Helena
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.
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What to do in St. Helena

Rio Seco Waterfall Adventure

Rio Seco Waterfall Adventure

CA $151
per adult
Rio Seco Waterfall Adventure
beachgoers enjoying the sun in Trinidad and Tobago

Day Trip to Las Cuevas Beach

CA $98
per adult
100% of travellers recommend
Day Trip to Las Cuevas Beach
Doubles Taste So Good!

Trinidad Nighttime Food Tour

CA $95
per adult
100% of travellers recommend
Trinidad Nighttime Food Tour
See all activities in St. Helena

Frequently asked questions

How much does a St. Helena vacation package cost?
You'll find cheap prices from CA $820 on Expedia for your St. Helena getaway. However, a range of factors like the length of stay, the season and your choice of hotel will determine how much your vacation to St. Helena costs.
What are the cheapest months to go to St. Helena?
May, November and December are the best times to search for cheap St. Helena vacation packages. Opting to travel in quieter months means you'll typically find lower prices on accommodations and flights.
How many days is enough for St. Helena?
With a well-planned schedule, you can easily hit the top St. Helena sights in a handful of days. But if you prefer to venture off the beaten track or go on day tours, think about booking your St. Helena vacation for longer.
How to find the best St. Helena package deals?
Use Expedia's filters to find some great St. Helena package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or look for St. Helena package deals in the off-peak season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book a St. Helena vacation as a package?
You can enjoy significant savings on your St. Helena break by booking a tailored vacation package. Click on the "Package" heading, then enter your travel dates and destination to see some great airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to St. Helena?
If you're considering a spontaneous St. Helena getaway, check out our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can score amazing deals on your flights and hotels by booking ahead.
How to plan a trip to St. Helena?

  1. Choose when to go: Check your schedule and get packing. Your favourite season and the activities on offer will also help you decide when to escape to St. Helena.
  2. Calculate your budget: Ensure you have enough money to cover everything from dining out and transportation to activities and airfares. Your accommodations will probably be the largest expense during your trip to St. Helena.
  3. Determine how many days away: Start by compiling a list of the sights and activities you'd like to experience in St. Helena. Then, estimate how long you'll need at each, along with any travel time.
  4. Combine your airfare and accommodations: After you've nailed down your trip dates and duration, book the ideal St. Helena vacation package for you.

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