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
Port d'Espagne

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 Visualart Galleries 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
The price is S$360 per night from 27 Feb to 28 Feb
S$360
27 Feb - 28 Feb
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
The staff was extremely courteous and helpful and eager to assist in any way. The rooms were clean and housekeeping was very up to date.

Reviewed on 4 Feb, 2026

Hyatt Regency Trinidad
Hilton Trinidad & Conference Centre

Hilton Trinidad & Conference Centre

4.5 out of 5
Lady Young Road, Belmont Port of Spain
The price is S$309 per night from 7 Mar to 8 Mar
S$309
7 Mar - 8 Mar
includes taxes & fees
8/10 Very Good! (1,005 reviews)
The perfect hotel bubble with a splash of luxury. Still, close to local food, entertainment and culture. Staff is welcoming! The breakfast, dining and lounge areas are beautiful. Hilton properties are a pleasant-joy to stay at.

Reviewed on 3 Feb, 2026

Hilton Trinidad & Conference Centre
Kapok Hotel

Kapok Hotel

4 out of 5
16-18 Cotton Hill St Clair Port of Spain Trinidad
The price is S$196 per night from 22 Feb to 23 Feb
S$196
22 Feb - 23 Feb
includes taxes & fees
8.2/10 Very Good! (1,006 reviews)
Excellent Service, I got a later check out. Room was clean and comfortable. Breakfast was tasty and will stay there in the future. This was my first stay, and not my last

Reviewed on 6 Feb, 2026

Kapok Hotel
See all 387 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

Queen's Park Oval

4.5/5(3 reviews)

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

Hasely Crawford Stadium

4/5(1 review)

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

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

Statue in city of Trinidad

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

S$148
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.