Port of Spain Vacation Packages & Trips 2026 from CA $735

Your Port of Spain Vacation

When you book a vacation package to Port of Spain, you can relax and enjoy your break knowing that all your travel plans have been made in advance. Uncover the many charms of this lively city while based in a neighborhood like Downtown Port of Spain, which is great for culture. If sightseeing is on the agenda during your trip to Port of Spain, visit big attractions like Queens Park Savanah, Ariapita Avenue and Movietowne. Don't delay your visit to this city any longer. The ultimate Port of Spain vacation is just a few clicks away with Expedia.

Top Port of Spain Vacation Deals

Price found within the past 48 hours. Click for updated prices.

Woodbrook on the Avenue

Woodbrook

CA $735

per person

Apr 12 - Apr 17

found 10 hours ago

Roundtrip flight included

Toronto (YTO) to Port of Spain (POS)

9/10 Wonderful! (76 reviews)

The room was clean and well prepared for us.

Reviewed on Feb 1, 2026

The Chancellor Hotel

CA $927

per person

Apr 19 - Apr 24

found 10 hours ago

Roundtrip flight included

Toronto (YTO) to Port of Spain (POS)

7.2/10 Good! (31 reviews)

The staffs were very friendly. I Didn't use the pool. Supermarket was close by as well as a convenient store.

Reviewed on Nov 18, 2025

Hyatt Regency Trinidad

Downtown Port of Spain

CA $1,349

per person

Apr 12 - Apr 17

found 10 hours ago

Roundtrip flight included

Toronto (YTO) to Port of Spain (POS)

9.2/10 Wonderful! (1,008 reviews)

Great location but the staff is Great, housekeeping, bartenders, front desk , All make you feel Welcomed! I’ve always enjoyed my stay at POS Hyatt…..oh and the pool bar staff is the Best!

Reviewed on Feb 10, 2026

Cattleya Hotel

CA $821

per person

Apr 19 - Apr 24

found 10 hours ago

Roundtrip flight included

Toronto (YTO) to Port of Spain (POS)

6/10 (46 reviews)

**Fantastic Stay – Great Location & Amazing Staff!** an excellent experience from start to finish. The staff was incredibly friendly and welcoming, always ready to assist with a smile. Check-in was smooth, and they even provided great recommendations for nearby attractions and dining options. The hotel itself was clean, modern, and well-maintained. My room was spacious, comfortable, and had all the amenities I needed, including a cozy bed, fast Wi-Fi, and a well-stocked minibar. Housekeeping did a fantastic job of keeping everything spotless throughout my stay. One of the best things about this hotel is its location. It’s conveniently situated in the heart of Tunapuna, close commute to major attractions, restaurants, and shopping areas just a short walk away. Whether you're here for business or leisure, everything you need is within reach. The on-site facilities were also impressive. The restaurant served delicious meals. Overall, I had a wonderful stay and highly recommend it to anyone visiting the area. Great service, a prime location, and excellent amenities for the price. I will definitely be returning on my next trip!

Reviewed on Mar 12, 2025

Airport Inn

CA $920

per person

Apr 19 - Apr 24

found 10 hours ago

Roundtrip flight included

Toronto (YTO) to Port of Spain (POS)

8.2/10 Very Good! (115 reviews)

Great location excellent customer service

Reviewed on Jan 28, 2026

Things to do in and around Port of Spain

Port of Spain, Trinidad and Tobago, is ideal for family-friendly and eco-conscious vacations, offering a variety of activities. Visitors can enjoy beach vacations, explore local recreational areas, and indulge in shopping at malls and centres. Popular options include beach tours, day trips, and golf vacations, making it a perfect destination for outdoor enthusiasts and those seeking relaxation by the sea.

Shopping

In Port of Spain, you can explore Ellerslie Plaza and Shops of Maraval for a vibrant shopping experience, offering a mix of entertainment and local products. If you're up for a drive, Gulf City Mall, located 43.5km away, boasts a larger selection of shops and amenities.

Recreation

Queen's Park Savannah is a tranquil oasis perfect for relaxation, offering lush green spaces for leisurely strolls and yoga sessions. For sports enthusiasts, the Queen's Park Oval provides an energetic atmosphere to enjoy local cricket matches. Movietowne, with its lively ambiance, is ideal for family fun and romantic movie nights.

Adventure

At MovieTowne Carousel in Port of Spain, experience the thrill of amusement rides and enjoy a vibrant atmosphere filled with entertainment. This venue offers a fun-filled day for adventure seekers, perfect for families and friends looking to create unforgettable memories.

Nightlife

In Port of Spain, the nightlife is vibrant and diverse. Visit the bustling Ariapita Avenue for lively bars and clubs, or enjoy the laid-back atmosphere at the waterfront. Experience live music, dance the night away, and savour local cuisine while mingling with friendly locals and fellow travellers.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in Port of Spain

Port of Spain, Trinidad and Tobago, is the perfect destination for families and eco-conscious travellers seeking outdoor adventures. With attractions like vibrant streets, the picturesque esplanade, and the lush botanical garden, there's something for everyone. Explore beautiful landmarks and stunning beaches while immersing yourself in the local culture. This city offers a diverse range of experiences that cater to those looking for family fun and outdoor excitement.

Brian Lara Promenade: Experience the vibrant atmosphere of this esplanade in Port of Spain, perfect for romantic strolls or family outings. Enjoy scenic views and lush greenery as you take in local art and entertainment along the promenade.
National Museum and Art Gallery: Immerse yourself in Trinidad and Tobago’s rich culture at this art museum. Discover fascinating exhibits showcasing local history, art, and heritage, making it a must-visit for culture enthusiasts.
Adam Smith Square: This civic space is a cultural hub in Port of Spain, ideal for relaxation or social gatherings. Experience local events and enjoy the lively atmosphere while surrounded by beautiful architecture.

Best time to go to Port of Spain

The best time to visit Port of Spain is dependent on what kind of holiday you are seeking. September is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January and February are its coolest month on average. At the time of February, visitor numbers are slightly low and weather is mostly sunny.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	77.7°F (25.4°C)	No Rain	Mostly Sunny	Slightly High	Average
February	77.7°F (25.4°C)	No Rain	Mostly Sunny	Slightly Low	Slightly High
March	78.4°F (25.8°C)	No Rain	Mostly Sunny	Average	Slightly High
April	79.5°F (26.4°C)	Light Rain	Mostly Sunny	Average	Average
May	80.4°F (26.9°C)	Light Rain	Mostly Sunny	Slightly Low	Average
June	80.1°F (26.7°C)	Light Rain	Mostly Cloudy	Average	Slightly High
July	79.9°F (26.6°C)	Light Rain	Mostly Cloudy	Slightly High	Average
August	80.6°F (27.0°C)	Moderate Rain	Mostly Sunny	Average	Average
September	81.5°F (27.5°C)	Light Rain	Mostly Sunny	Slightly High	Slightly Low
October	81.0°F (27.2°C)	Moderate Rain	Mostly Sunny	Slightly Low	Slightly Low
November	79.9°F (26.6°C)	Moderate Rain	Mostly Cloudy	Average	Slightly Low
December	78.8°F (26.0°C)	Light Rain	Mostly Sunny	Average	Average

Tips to save on your trip to Port of Spain

Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Port of Spain.
Consider traveling during the off-peak season (typically September to November) for more affordable package holidays to Port of Spain.
Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Ready to book your vacation to Port of Spain?

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Port of Spain Hotel Deals

Hyatt Regency Trinidad

No 1 Wrighton Road Port of Spain Trinidad

Fully refundableReserve now, pay when you stay

CA $324

CA $394 total

Feb 19 - Feb 20

includes taxes & fees

9/10 Wonderful! (1,006 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 Feb 4, 2026

Hilton Trinidad & Conference Centre

Lady Young Road, Belmont Port of Spain

Fully refundableReserve now, pay when you stay

CA $273

CA $331 total

Feb 19 - Feb 20

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 Feb 3, 2026

Kapok Hotel

16-18 Cotton Hill St Clair Port of Spain Trinidad

CA $180

CA $222 total

Mar 12 - Mar 13

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 Feb 6, 2026

See all 389 properties in Port of Spain

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.