San Juan Vacations from $466

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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
Hyatt Regency Trinidad
The Chancellor Hotel
Chaquacabana Resort & Beach Club
Regent Star Hotel
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San Juan Hotel Deals

SherNest Guest House

SherNest Guest House

3 out of 5
25 GORBIN #1 San Juan San Juan-Laventille Regional Corporation
$103 nightly
The price is $112 total per night from Feb 24 to Feb 25
$112 total
Feb 24 - Feb 25
Total with taxes and fees
10/10 Exceptional! (2 reviews)
The property is in the heart of San Juan, but the gps location is not accurate. We were able to call the owner who gave us actual directions to the property. Once we got there, everything improved. The owner contacted you in advance to confirm your stay, so that was nice. I had previously booked ...

Reviewed on Apr 5, 2025

SherNest Guest House
The Blue Mirage

The Blue Mirage

2 out of 5
Boundary Extension Road San Juan San Juan-Laventille Regional Corporation
$115 nightly
The price is $126 total per night from Feb 25 to Feb 26
$126 total
Feb 25 - Feb 26
Total with taxes and fees
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

The Blue Mirage
The Bey

The Bey

3 out of 5
43 Jogie Rd San Juan San Juan-Laventille Regional Corporation
The owner was very nice and accommodating. I felt comfortable and at home. Would definitely recommend to anyone.

Reviewed on Jul 30, 2022

The Bey
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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January77.7°F (25.4°C)No RainMostly SunnySlightly LowAverage
February77.7°F (25.4°C)No RainMostly SunnyAverageSlightly High
March78.4°F (25.8°C)No RainMostly SunnyAverageSlightly High
April79.5°F (26.4°C)Light RainMostly SunnyAverageAverage
May80.4°F (26.9°C)Light RainMostly SunnySlightly LowAverage
June80.1°F (26.7°C)Light RainMostly CloudySlightly HighSlightly High
July79.9°F (26.6°C)Light RainMostly CloudySlightly HighAverage
August80.6°F (27.0°C)Moderate RainMostly SunnyAverageAverage
September81.5°F (27.5°C)Light RainMostly SunnySlightly HighSlightly Low
October81.0°F (27.2°C)Moderate RainMostly SunnySlightly LowSlightly Low
November79.9°F (26.6°C)Moderate RainMostly CloudyAverageSlightly Low
December78.8°F (26.0°C)Light RainMostly SunnyAverageAverage

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

How much does a San Juan vacation package cost?
You can snap up a vacation package to this destination from $466 on Expedia. However, how much your vacation to San Juan costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to San Juan?
November, December and January are the best times to search for cheap San Juan vacation packages. Opting to travel in quieter months means you can typically find better prices on hotels and flights.
How many days is enough for San Juan?
With a well-planned itinerary, you can easily visit the main San Juan attractions in a few days. But if you'd like to discover hidden gems or go on day tours, consider booking your San Juan vacation for longer.
How to find the best San Juan package deals?
Finding a cheap San Juan package deal is a breeze with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, add a couple of filters and browse what's available. You can personalize your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most affordable San Juan package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are often lower.
Is it cheaper to book a San Juan vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking accommodations and flights individually. Better still, you can personalize your San Juan escape to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to San Juan?
If you've got your San Juan vacation dates finalized, book as soon as you can to score some outstanding deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for traveling on a whim.
How to plan a trip to San Juan?

  1. Pick the best time to travel: Your schedule, favorite season and the type of weather you like can all influence your decision on when to travel to San Juan.
  2. Set a budget: Consider expenses like flights, food and transportation when working out how much to set aside for your trip to San Juan. Then, choose a hotel that matches your budget, whether that's a wallet-friendly option or a more upscale getaway.
  3. Use our trip planning tool to discover San Juan: Research every aspect of your trip to San Juan with this comprehensive planner. Invite friends or family to collaborate on a group getaway, search for stays or things to do and make bookings.
  4. Decide how long to go away for: Now that you're more familiar with San Juan, you can work out the right length of your break. Pull together a draft plan and give yourself enough time to cover everything you want to see.
  5. Combine your accommodations and airfare: Once you've nailed down your travel dates and duration, book the ideal San Juan vacation package for you.
  6. Book any activities or day trips: Now to the fun part — locking in everything you want to see and do. Explore some of the exciting things to do in San Juan and reserve your tickets early to save time (and maybe some cash too!).

Does Expedia offer Book Now, Pay Later San Juan vacation packages?
Your San Juan getaway should be an escape from your busy life, not a reason for money-related stress. So to give you that extra flexibility, we've joined up with online lender Affirm to offer you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs to worry about.

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