San Juan Vacations from $685

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Your San Juan Vacation

With everything planned before you go away, our San Juan vacation packages mean you can focus more on having fun. No matter if you're based in the neighborhood of Downtown Port of Spain, which is great for culture, or somewhere else, this city promises an array of discoveries. If your trip to San Juan includes a little sightseeing, check out popular attractions like Queens Park Savanah, Ariapita Avenue and Movietowne. Your San Juan vacation is clicks away. Explore hotels, flights and more on Expedia for a getaway that's tailored to suit your travel style.

The Latest San Juan vacation packages

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

Woodbrook on the Avenue

Woodbrook

$685

per person

Dec 10 - Dec 15

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Port of Spain (POS)

9/10 Wonderful! (92 reviews)

Overall satisfactory

Reviewed on Oct 17, 2026

Airport Suites Hotel

$703

per person

Dec 10 - Dec 15

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Port of Spain (POS)

6.2/10 (1,002 reviews)

Ac remote didn't work TV bracket broken No dresser or place for a case or bag

Reviewed on Oct 18, 2026

The Bey

$1,318

per person

Jan 9 - Jan 16

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Port of Spain (POS)

10/10 Exceptional! (1 review)

The owner was very nice and accommodating. I felt comfortable and at home. Would definitely recommend to anyone.

Reviewed on Jul 30, 2022

HADCO Experiences at AWNC

$1,498

per person

Dec 24 - Dec 27

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Port of Spain (POS)

10/10 Exceptional! (9 reviews)

Relaxing and wonderful stay. Great food for all meals

Reviewed on Oct 13, 2026

Hyatt Regency Trinidad

Downtown Port of Spain

$1,174

per person

Dec 10 - Dec 15

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Port of Spain (POS)

9.2/10 Wonderful! (1,098 reviews)

Outstanding hospitality and professional service – Highly recommend! As a first-time traveler to Trinidad, I truly appreciated the incredible hospitality at the Hyatt Regency Port of Spain. During my stay, I experienced a brief scare when I returned to my room and found the door standing ajar. Thankfully, after checking my belongings, I discovered that absolutely nothing was missing. I immediately contacted reception, who promptly connected me with the security team. The security personnel were extremely professional. Following their investigation, the security manager on duty called me back right away to reassure me and explain exactly what happened. He informed me that the room attendant had simply failed to fully close the door after servicing it, and assured me he would bring it to the housekeeping manager's attention to prevent it from happening again. Their swift, transparent communication completely put my mind at ease. On a brighter note, the dining experience was fantastic! I thoroughly enjoyed the shrimp Rasta pasta by the water while a live musician entertained the crowd. The entire food and beverage team was incredibly attentive and friendly. Despite the minor housekeeping oversight, the staff's professionalism and the beautiful atmosphere made this a wonderful stay. I would highly recommend this hotel to anyone visiting Port of Spain!

Reviewed on Oct 21, 2026

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What to do in San Juan

monument in front of a glass building in Trinidad and Tobago

Port of Spain & Fort George Sightseeing Tour

$55

per adult

100% of travellers recommend

The Scarlet Ibis - Caroni Swamp Tour

$85

per adult

Food Experience at Night

$90

per adult

100% of travellers recommend

See all activities in San Juan

San Juan Hotel Deals

The Blue Mirage

Boundary Extension Road San Juan San Juan-Laventille Regional Corporation

$117 total

per night

Oct 26 - Oct 27

10/10 Exceptional! (2 reviews)

"The property was beautiful. The room was comfortable and met every need. Enjoyed the pool and the quiet. The neighborhood did not seem safe, and there were no restaurants in close proximity, so a car is needed. Recommend for those not wanting to stay in Port of Spain. Host and staff were gracious ..."

Reviewed on Aug 1, 2025

SherNest Guest House

25 GORBIN #1 San Juan San Juan-Laventille Regional Corporation

$103 total

per night

Oct 25 - Oct 26

8.8/10 Excellent! (3 reviews)

"The space is great it needs updating though. I saw from last year other guests suggested a few things that would make a guest’s stay much more enjoyable but those things one year later has not been done. We stayed for carnival and the distance to events held in the Savannah was amazing. Message to ..."

Reviewed on Feb 27, 2026

Hyatt Regency Trinidad

No 1 Wrighton Road Port of Spain Trinidad

Fully refundableReserve now, pay when you stay

$255 total

per night

Oct 25 - Oct 26

9.2/10 Wonderful! (1,099 reviews)

"Outstanding hospitality and professional service – Highly recommend! As a first-time traveler to Trinidad, I truly appreciated the incredible hospitality at the Hyatt Regency Port of Spain. During my stay, I experienced a brief scare when I returned to my room and found the door standing ajar. Thankfully, ..."

Reviewed on Oct 21, 2026

See all 431 properties in San Juan

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.

Find the Best San Juan Vacation Packages

Things to do near San Juan

San Juan offers a perfect blend of family-friendly activities and eco-adventures. Visitors can enjoy beach vacations, sightseeing, and sunset sails, as well as explore nature at Carabali Adventure Park. Don't miss the recreational areas and shopping centers that enhance your experience, making it an ideal destination for outdoor enthusiasts and those seeking a vibrant atmosphere.

Shopping

For shopping in San Juan, head to Tunapuna Market, just 4 miles away, for local vibes and unique finds. Trincity Mall, 7 miles from San Juan, offers a variety of entertainment and family options. Long Circular Mall, only 5 miles away, features great shopping in a lively atmosphere.

Recreation

In San Juan, the Queen's Hall offers a cultural retreat with captivating performances, while the Queen's Park Savannah Grand Stand provides a vibrant atmosphere for family entertainment. Experience the arts at the National Academy for the Performing Arts, where romance and creativity blend seamlessly.

Adventure

At MovieTowne Carousel, an exciting amusement ride located 5 miles from San Juan, you can enjoy thrilling spins and vibrant lights. Perfect for families, this venue also offers dining and shopping options, making it a great spot for a fun-filled day in Trinidad.

Nightlife

In San Juan, Trinidad and Tobago, experience vibrant nightlife at venues like The Avenue and The Boardwalk. Enjoy live music at local bars and dance clubs, while savoring delicious street food. The atmosphere is lively, with friendly locals and a rich cultural vibe that keeps the energy high into the night.

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

Find the best attractions near San Juan

San Juan, San Juan-Laventille, Trinidad and Tobago, is perfect for family and eco-friendly vacations, offering attractions like esplanades, reserves, and lagoons. Visitors can enjoy a blend of culture and outdoor experiences, making it ideal for family outings. For more information, consider exploring related topics such as San Juan, Puerto Rico, Old San Juan, and Puerto Rico vacations to enrich your travel plans.

Brian Lara Promenade: This scenic esplanade offers a romantic and family-friendly atmosphere perfect for leisurely strolls or picnics. With beautiful views and a vibrant ambiance, it’s an ideal spot to unwind while enjoying the outdoors, just 4 miles from San Juan.
Caroni Bird Sanctuary: A nature lover's paradise, this stunning lagoon is home to diverse bird species, including the famous scarlet ibis. With breathtaking scenery and a tranquil outdoor vibe, you can take guided boat tours to marvel at the lush surroundings, located 3 miles from San Juan.
Yerette - Home of the Hummingbird: This enchanting reserve is dedicated to the conservation of hummingbirds. Visitors can enjoy close encounters with these fascinating birds while learning about their habitats and behaviors, just 4 miles away from San Juan.

Best time to go to San Juan

The best time to visit San Juan 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 average and weather is mostly sunny.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	77.7°F (25.4°C)	No Rain	Mostly Sunny	Slightly Low	Average
February	77.7°F (25.4°C)	No Rain	Mostly Sunny	Average	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	Slightly High	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 San Juan

Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to San Juan.
Consider traveling during the off-peak season (typically September to November) for more affordable package holidays to San Juan.
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.

San Juan Essential Information

Language	English
Currency	Trinidad and Tobago dollars
Closest Airport	Piarco Intl. Airport (POS)
Max Temp Winter	80ºF
Max Temp Summer	85ºF
Top Sights	Maracas Beach, Las Cuevas Beach and Mohammed Ali Jinnah Memorial Mosque

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Frequently asked questions

What's included in a San Juan vacation package?

A San Juan vacation package typically bundles round-trip flights, hotel stays, and rental cars, offering a convenient way to explore Trinidad and Tobago. Many hotels in San Juan provide amenities like free WiFi, outdoor pools, and complimentary breakfast, enhancing your stay. While not always included, airport transfers to Port of Spain (POS-Piarco Intl.) are a common add-on to consider. Some packages also offer stays at properties with easy access to natural attractions like Maracas Beach, about 6 miles from central San Juan.Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.

How can I save money on a San Juan vacation package?

When you bundle, you can save up to 30%*. To save money on a San Juan package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.

What's the best vacation package for San Juan?

For families seeking the best vacation packages in San Juan, a stay at The Blue Mirage is a strong option. Rated 8.9 out of 10, this property offers a kitchenette and an outdoor pool, providing convenience and recreation for all ages. It's located about 1 mile from central San Juan.Couples or travelers looking for a great value San Juan vacation package might consider a stay at The Bey. Situated about a 5-minute walk from central San Juan, this hotel provides amenities like free breakfast and free WiFi, along with concierge services to help plan your local explorations.

What are the top things to do in San Juan?

A San Juan vacation offers a blend of natural beauty, cultural sites, and urban attractions, making it ideal for outdoor exploration and family-friendly activities:Browse and book things to do in San Juan on Expedia.

Do you need to rent a car in San Juan, or is public transport enough?

For a San Juan vacation package, a rental car offers the most flexibility, especially if you plan to explore beyond the central areas. While some hotels are within walking distance of central San Juan, many of the destination's outdoor and nature attractions are spread out.Port of Spain (POS-Piarco Intl.) Airport is about 8 miles from central San Juan, and you'll need transportation from there to your hotel. Taxis and ride-share apps are available for shorter trips around town. A rental car allows you to easily visit sites like Maracas Beach or Mount St. Benedict Monastery at your own pace, making it a practical choice for San Juan vacation packages with flights.

Are San Juan vacation package hotels conveniently located?

San Juan vacation package hotels offer a mix of central and slightly more spread-out locations, providing options depending on your travel style.The Bey is conveniently located about a 5-minute walk from central San Juan, making it easy to explore the immediate area on foot. SherNest Guest House is also within walking distance, about a 10-minute walk from central San Juan. For those who prefer a bit more space, The Blue Mirage, rated 8.9 out of 10, is about 1 mile from central San Juan. These options allow you to choose between being right in the heart of town or a short distance away, with easy access to attractions like Queen's Park Savanah.

Can I change or cancel my San Juan vacation package if my plans change?

Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.

Do One Key members get extra savings when booking San Juan vacation packages?

Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.

Does Expedia offer Book Now, Pay Later San Juan vacation packages?

Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your San Juan vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.

How do I find last-minute vacation packages to San Juan?

To find last-minute vacation packages to San Juan, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.

How does free cancellation work on San Juan vacation packages?

Free cancellation on a San Juan vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.

Is it cheaper to book a San Juan vacation as a package or separately?

Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your San Juan getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.

Why should I book my San Juan vacation package with Expedia?

Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

San Juan Vacations from $685

Book a Hotel + Flight or Car together to unlock savings

Room 1

Plan, book, travel with confidence

Better together

Find the right fit

Rest easy

Your San Juan Vacation

The Latest San Juan vacation packages

Woodbrook on the Avenue

Airport Suites Hotel

The Bey

HADCO Experiences at AWNC

Hyatt Regency Trinidad

What to do in San Juan

Port of Spain & Fort George Sightseeing Tour

The Scarlet Ibis - Caroni Swamp Tour

Food Experience at Night

San Juan Hotel Deals

The Blue Mirage

SherNest Guest House

Hyatt Regency Trinidad

Find the Best San Juan Vacation Packages

Things to do near San Juan

Find the best attractions near San Juan

Best time to go to San Juan

Tips to save on your trip to San Juan

San Juan Essential Information

More vacations you might like

Frequently asked questions

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