Success Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 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

    Packages with flights are ATOL protected
Price found within the past 48 hours. Click for updated prices.
  • Terrace/patio
    Jul 25 - Aug 1

    Mt. Plaisir Estate Hotel + Flight

    Grande Riviere
    6 nights
    3.0 star property
    10/10 - Exceptional (22 reviews)
    "Lovely hotel, updated modern room and wonderful, helpful staff! Keep up the good work and high standard!!"
    Reviewed May 18, 2026
    Return • London (LHR) - Tobago (TAB)
    LHR - TAB • 3 stops TAB - LHR • 3 stops
    £1,755
    £1,595
    per traveller
    found 1 day ago
    Mt. Plaisir Estate Hotel

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

3 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

BEAUTIFUL HOME IN PORT OF SPAIN TRINIDAD

BEAUTIFUL HOME IN PORT OF SPAIN TRINIDAD

Laventille, Port Of Spain Trinidad San Juan-Laventille
10/10 Exceptional! (2 reviews)
Amazing hostess and beautiful home!
"Glendon has a beautiful home that is surrounded by a secured gate and protected with an alarm system. Her home easily accommodated my 20 family members and friends, who came on our trip, and could’ve easily accommodated to additional guest for a total of 22. Her cooking is amazing, there is a neat ..."

Reviewed on 30 Jun 2024

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BEAUTIFUL HOME IN PORT OF SPAIN TRINIDAD
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 £199 per night from 24 Jun to 25 Jun
£199
24 Jun - 25 Jun
includes taxes & fees
9.2/10 Wonderful! (1,042 reviews)
"My boyfriend and I stayed here for the week to attend my friend’s wedding. We had an amazing time and stay. The room was clean and the staff were super nice and welcoming. I would definitely stay here again on my next trip to Trinidad."

Reviewed on 9 Jun 2026

Hyatt Regency Trinidad
Kapok Hotel

Kapok Hotel

4 out of 5
16-18 Cotton Hill St Clair Port of Spain Trinidad
The price is £124 per night from 13 Jun to 14 Jun
£124
13 Jun - 14 Jun
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"Very pleasant six nights stay breakfast was good. Staff was friendly overall I’ll give excellent review housekeeping was very helpful"

Reviewed on 6 Jun 2026

Kapok Hotel
See all 423 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Success travel package cost?
Explore the best of Success from as low as . Choose from a great selection of flights, hotels and rental cars to suit every budget. Land even better deals when you add a few experiences or tours to your travel package.
If I'm not able to travel, can I cancel my Success travel package?
Yes, it's possible to cancel your Success booking if your plans have changed. Whether you'll incur a penalty or not depends on your airline, hotel or car rental company. You may be able to cancel or change free of charge if you booked in the last 24 hours. Head to our Customer Service Portal to learn more.
How do I get a cheap travel package to Success?
Lock in flights that suit your schedule, add a hotel room to your booking and watch the savings grow with a Success travel package. It's that simple! From flights and hotels to rental cars and activities, Expedia is where your cheap holiday begins. And with more than 550 partner airlines and 1,000,000 hotel options around the globe to choose from, you won't be short of choice.
Does Expedia offer Book Now, Pay Later Success holidays?
Your bank balance shouldn't stop you from taking a holiday, so Expedia has worked out a solution to help. Now that we've teamed up with online lender Klarna, it's easier than ever to book a terrific getaway without exhausting your savings. Klarna offers flexible payment options at checkout that take the worry out of budgeting for your break. Consider one of these flexible payment options:

  • Pay monthly holidays: Klarna offers convenient monthly payment plans that work for all budget sizes, so you can jet away on that well-earned holiday now.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay for your holiday across multiple transactions.
  • Low deposit holidays: If paying a small percentage of your trip (rather than the total upfront) makes it easier to click that "book now" button, choose a low deposit holiday payment plan with Klarna.

What are the top hotels in Success?
Get your holiday off to a fantastic start by booking a room at Gascon Villas. It's one of most sought-after hotels in Success. Another cosy option is Hislop On The Hill.
How far in advance should I book my Success holiday?
It can be tricky to know when is the perfect time to book your trip to Success. But typically the earlier you book, the better the prices. In some cases, you can reserve your flights and hotels up to a year before your departure date. If you're eager to escape on a last-minute getaway, no need to panic! There are incredible bargains featured on Expedia every day.
What does an Expedia Success travel package include?
Flights, hotels and rental cars — you'll discover them all here. With Expedia, you can shape your Success travel package the way you like it. All you have to do is work out just what you need. Once you've made your booking, you can add extras like activities and tours. The more you bundle, the more you save!
What should I know before booking a Success travel package?
So many places to explore, so many things to see. With a travel package, you'll be able to cross more of them off your list. Combine your flights, rental cars and hotels and score big savings.
Can I choose my airline with a Success Expedia travel package?
Yes, you sure can. Expedia has access to more than 550 airline partners across the globe, so opt for the carrier that's a good fit for your travel needs.

Popular places to visit

A wide panoramic view of Queen's Park Savannah in Port of Spain, Trinidad, featuring a vast green field bordered by trees and backed by the lush Northern Range mountains under a clear sky.

Queen's Park Savanah

Explore the great outdoors at Queen's Park Savanah, a lovely green space in Port of Spain. Wander the area's waterfront or simply enjoy one of its top-notch restaurants.

Queen's Park Savanah
Royal Botanic Gardens in Port of Spain, Trinidad and Tobago: A Lush Oasis of Tropical Flora

Royal Botanical Gardens

Explore the great outdoors at Royal Botanical Gardens, a lovely green space in Port of Spain. Wander the area's waterfront or simply enjoy one of its top-notch restaurants.

Royal Botanical Gardens

Ariapita Avenue

You can find the perfect gifts to bring home at Ariapita Avenue during your visit to Port of Spain. Discover the area's live music and shops.

Ariapita Avenue

Things to do

monument in front of a glass building in Trinidad and Tobago

Port of Spain & Fort George Sightseeing Tour

£41
per adult
100% of travellers recommend
Port of Spain & Fort George Sightseeing Tour
Statue in city of Trinidad

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

£85
per adult
100% of travellers recommend
Full-Day City Tour, Maracas Bay & Caroni Bird Sanctuary
Food Experience at Night

Food Experience at Night

£67
per adult
100% of travellers recommend
Food Experience at Night
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. Flight-inclusive packages are ATOL protected.