Success Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$134 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Where to stay in Success

Find the best Success areas and neighborhoods for the activities you enjoy most. Learn more about Success
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Downtown Port of Spain

2 out of top 10 points of interest in this area

If you're spending some time in Downtown Port of Spain, Queen's Park Savanah and Queen's Park Savannah Grand Stand are top sights worth seeing.

Find hotels in Downtown Port of Spain

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$322 per night from 7 Jan to 8 Jan
S$322
7 Jan - 8 Jan, 2026
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
All of the staff I interacted with were very friendly and welcoming. From check in to check out. Will stay again.

Reviewed on 16 Dec, 2025

Hyatt Regency Trinidad
Radisson Hotel Trinidad

Radisson Hotel Trinidad

4 out of 5
Wrightson Road Port of Spain Trinidad
Fully refundable
The price is S$244 per night from 29 Dec to 30 Dec
S$244
29 Dec - 30 Dec
includes taxes & fees
7/10 Good! (932 reviews)
The room was amazing especially the comfort and coziness

Reviewed on 20 Dec, 2025

Radisson Hotel Trinidad
The BRIX, Autograph Collection

The BRIX, Autograph Collection

4.5 out of 5
2-4 Coblentz Avenue Port of Spain Trinidad
Fully refundableReserve now, pay when you stay
The price is S$282 per night from 4 Jan to 5 Jan
S$282
4 Jan - 5 Jan, 2026
includes taxes & fees
9.2/10 Wonderful! (509 reviews)
I really enjoyed my short stay at the hotel. The hotel is centrally located, so it was easy to walk to many of the city’s main attractions. The hotel staff were also friendly, efficient and very helpful. I honestly did not want to check out. I will make sure to stay there again if I am ever back ...

Reviewed on 17 Dec, 2025

The BRIX, Autograph Collection
See all 386 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

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

Hasely Crawford Stadium

Queen's Park Oval

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

Queen's Park Oval

Long Circular Mall

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

Statue in city of Trinidad

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

S$149
per adult
100% of travellers recommend
Full-Day City Tour, Maracas Bay & Caroni Bird Sanctuary
Caroni Wetlands Sunset Boat Tour

Caroni Wetlands Sunset Boat Tour

S$90
per adult
94% of travellers recommend
Caroni Wetlands Sunset Boat Tour
monument in front of a glass building in Trinidad and Tobago

Port of Spain & Fort George Sightseeing Tour

S$71
per adult
100% of travellers recommend
Port of Spain & Fort George Sightseeing 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.