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
per person
Oct 19 - Oct 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Port of Spain (POS)
8.8/10 Excellent! (70 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

Hilton Trinidad & Conference Centre

Hilton Trinidad & Conference Centre

4.5 out of 5
per person
Oct 19 - Oct 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Port of Spain (POS)
8/10 Very Good! (1,003 reviews)
With the hotel being a distance from the city area, more snack/drink options should be available for purchase in the shop. For the price charged per night, breakfast should possibly be offered. Grounds is always clean. Providing a receipt to the guest upon departure should be available. I was told that a receipt is not provided if you book through a third-party. Odd!

Reviewed on Jul. 31, 2025

The Chancellor Hotel

The Chancellor Hotel

3 out of 5
per person
Oct 19 - Oct 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Port of Spain (POS)
7/10 Good! (29 reviews)
Overall. It was quiet and cozy.

Reviewed on Jul. 13, 2025

Cara Hotels Trinidad

Cara Hotels Trinidad

3 out of 5
per person
Oct 25 - Oct 30
found 15 hours ago
Roundtrip flight included
Montreal (YUL) to Port of Spain (POS)
7.8/10 Good! (215 reviews)
The staff were sympathetic and friendly. The pool area and deck are nice. The view is gorgeous 😍😍. I would give an average rating as I believe the rooms can do with some upgrades. Otherwise can be an ideal stay for families who want to take a vacation away from home.😃

Reviewed on Jul. 3, 2025

Kapok Hotel

Kapok Hotel

4 out of 5
per person
Oct 19 - Oct 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Port of Spain (POS)
8.2/10 Very Good! (1,004 reviews)
The room was great! And the staff was very helpful.

Reviewed on Jul. 30, 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 $142 per night from Aug 2 to Aug 3
CA $142
CA $158 total
Aug 2 - Aug 3
includes taxes & fees
8.6/10 Excellent! (742 reviews)
"Good service"

Reviewed on Jul. 26, 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 2 to Aug 3
CA $130
CA $156 total
Aug 2 - Aug 3
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 $319 per night from Aug 20 to Aug 21
CA $319
CA $384 total
Aug 20 - Aug 21
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
"Everything was fantastic"

Reviewed on Jul. 26, 2025

Hyatt Regency Trinidad
See all 404 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

Statue in city of Trinidad

Full-Day City Tour, Maracas Bay & Caroni Bird Sanctuary

CA $158
per adult
100% of travellers recommend
Full-Day City Tour, Maracas Bay & Caroni Bird Sanctuary
monument in front of a glass building in Trinidad and Tobago

Port of Spain & Fort George Sightseeing Tour

CA $75
per adult
100% of travellers recommend
Port of Spain & Fort George Sightseeing Tour
monument in the middle of a park in Trinidad and Tobago

Half-Day Port of Spain Highlights & Maracas Bay Tour

CA $110
per adult
96% of travellers recommend
Half-Day Port of Spain Highlights & Maracas Bay 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 $907 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.