Success Holidays

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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

Top hotels in Success

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 S$274 per night from 8 Dec to 9 Dec
S$274
includes taxes & fees
8 Dec - 9 Dec
9/10 Wonderful! (1,002 reviews)
Not worth the hype
"Breakfast buffet didn’t have an omelet station which would have been nice. Variety of local as well as American cuisine. Some dishes were not warm enough. The wait staff was not receptive to feedback when i mentioned one of the handles on the trays was too hot and could possibly cause a burn. The ..."

Reviewed on 21 Nov,2024

Hyatt Regency Trinidad
Hilton Trinidad & Conference Centre
Hilton Trinidad & Conference Centre
4.5 out of 5
Lady Young Road, Belmont, Port of Spain
Fully refundableReserve now, pay when you stay
The price is S$202 per night from 30 Nov to 1 Dec
S$202
includes taxes & fees
30 Nov - 1 Dec
7.8/10 Good! (1,003 reviews)
"Good place to stay. Stayed before but the place could use a uplift"

Reviewed on 15 Nov,2024

Hilton Trinidad & Conference Centre
The BRIX, Autograph Collection
The BRIX, Autograph Collection
4.5 out of 5
2-4 Coblentz Avenue, Cascade, Port of Spain, Trinidad
Fully refundableReserve now, pay when you stay
The price is S$239 per night from 16 Dec to 17 Dec
S$239
includes taxes & fees
16 Dec - 17 Dec
9/10 Wonderful! (347 reviews)
"Love Love Love , highly recommend. The room beautiful, food delicious and the staff A1 very good customer service."

Reviewed on 20 Nov,2024

The BRIX, Autograph Collection
See all 315 properties in Success
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.

Frequently asked questions

How much does a Success holiday package cost?
Choose from any combination of car rentals, flights and hotels, and you can be holidaying in Success from just . And the more you bundle, the more cash you save. The holiday of your dreams has never been so affordable.
How do I get a cheap travel package to Success?
Combine your bookings with Expedia to save big bucks on your next big adventure. With over 550 partner airlines and 1,000,000 hotels worldwide, your Success holiday package can be customized exactly to suit your budget. With all that extra cash, why not add a few interesting activities and tours? It’s an easy way to unlock even more bargains. Your dream getaway to Success is closer than you thought!
How far in advance should I book my Success holiday?
Smart travellers will likely want to book as early as possible. You can usually browse through international fares on Expedia up to 12 months before your flight. If you’re purchasing tickets last minute, don’t despair. Discounted prices occasionally become available in the last weeks before departure dates.
What does an Expedia Success travel package include?
Hotels, flights and a shiny set of wheels for your road trip adventures. Simply choose your favourite bundle and get access to incredible deals. Once you’ve made your booking, add on a couple of experiences and tours and watch your savings stack up. When it comes to crafting your Success break, you’re the boss!
What should I know before booking a Success travel package?
You’ll save big with an Expedia travel package. Combine your flights, rental cars and hotels and enjoy terrific discounts. Hotels aren’t your only choice, however. We have oceanfront condos, cabins in the mountains and even ranches and treehouses!
If I'm not able to travel, can I cancel my Success holiday package?
We totally get it — the universe can throw the odd curveball. If you’ve booked a Success holiday package and need to cancel or amend it, we can help. We recommend checking out our Customer Service Portal first for information. But in general, if you’ve booked your package in the last 24 hours, you may be able to change your itinerary for free. If it’s been more than 24 hours, your airline, hotel or car rental company may impose a fee.

Popular places to visit

Hasely Crawford Stadium

4/5(1 review)

Catch an event at Hasely Crawford Stadium during your trip to Woodbrook. Wander the area's waterfront or simply enjoy one of its top-notch restaurants.

Hasely Crawford Stadium

Queen's Park Oval

4.5/5(3 reviews)

Catch an event at Queen's Park Oval during your trip to St. Clair. Stroll along the area's waterfront or simply savour its top-notch restaurants.

Queen's Park Oval

Long Circular Mall

3/5(1 review)

You can do some window-shopping at Long Circular Mall during your stay in Port of Spain. Stroll along the area's waterfront or simply savour its top-notch restaurants.

Long Circular Mall

Things to do

woman engaging an elephant sculpture in Trinidad and Tobago

Mini Island Tour

S$108
Per adult
100% of travellers recommend
Mini Island Tour
palm trees in the wind at Trinidad and Tobago

Trip to Maracas Beach by the North Coast Road

S$71
Per adult
100% of travellers recommend
Trip to Maracas Beach by the North Coast Road
Doubles Taste So Good!

Trinidad Nighttime Food Tour

S$91
Per adult
100% of travellers recommend
Trinidad Nighttime Food Tour
See all activities in Port of Spain

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.