San Juan Vacations from $603

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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
Hilton Trinidad & Conference Centre
Kapok Hotel
Vintage Oaks Hideaway
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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
$101 nightly
The price is $110 total per night from Aug 20 to Aug 21
$110 total
Aug 20 - Aug 21
Total includes 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
$119 nightly
The price is $130 total per night from Aug 20 to Aug 21
$130 total
Aug 20 - Aug 21
Total includes 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.

Things to do near San Juan

San Juan, Trinidad and Tobago, is perfect for family-friendly and eco-conscious vacations. Visitors can enjoy a range of activities, including relaxing beach vacations, sightseeing, and sunset sails. Nature enthusiasts will love the Carabali Adventure Park and other outdoor adventures. The local public market and recreational areas also provide a glimpse into the vibrant culture of the region, making San Juan an ideal destination for diverse experiences.

Shopping

For shopping in San Juan, visit Tunapuna Market, just 4 miles away, where you can find local goods and souvenirs. Long Circular Mall, 5 miles away, offers a variety of shops and entertainment. If you're up for a drive, Trincity Mall, 7 miles away, features a wider selection of stores.

Recreation

In San Juan, indulge in the arts at Queen's Hall, where cultural performances create a romantic atmosphere. Nearby, Queen's Park Savannah Grand Stand offers engaging entertainment for the whole family. Experience the vibrancy of the National Academy for the Performing Arts, showcasing captivating theatrical productions.

Adventure

MovieTowne Carousel offers thrilling rides and vibrant entertainment, located 5 miles from San Juan. Experience the excitement of amusement rides and enjoy a variety of movies and dining options, making it a perfect spot for an adventurous day with friends or family.

Nightlife

San Juan offers a vibrant nightlife filled with local music and delicious cuisine. Visit The Mas Camp for lively parties and enjoy delicious Caribbean dishes. For a laid-back vibe, check out The Blue Room for cocktails and live performances, creating a perfect atmosphere to unwind and socialize.

*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-friendly and eco-conscious vacations. Visitors can explore attractions like esplanades, reserves, and lagoons that offer cultural and outdoor experiences. Whether you're interested in local tours or seeking information on nearby points of interest, San Juan has plenty to offer for an enriching getaway. Don't forget to check out resources like Puerto Rico vacations and forums for more insights on your journey.

  • Brian Lara Promenade: Located 4 miles from San Juan, this beautiful esplanade offers romantic walks and family-friendly outdoor vibes. Enjoy stunning sea views while strolling along the coast, making it a perfect spot for leisurely afternoons or sunset gazing.
  • Caroni Bird Sanctuary: Just 3 miles away from San Juan, this serene lagoon is a birdwatcher's paradise. Experience breathtaking scenery and unique wildlife, as you explore lush landscapes and observe a variety of birds in their natural habitat.
  • Yerette - Home of the Hummingbird: Situated 4 miles from San Juan, this enchanting reserve is dedicated to hummingbirds. Discover the fascinating world of these tiny creatures while enjoying guided tours through vibrant gardens filled with exotic flora.

Best time to go to San Juan

The best time to visit San Juan can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in San Juan falls in September, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in San Juan falls in January and February. February has average visitor numbers and mostly sunny weather.

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 RainMostlySlightly HighSlightly High
July79.9°F (26.6°C)Light RainMostlySlightly 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 RainMostlyAverageSlightly 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 to San Juan during the low season (September to November) for more affordable options.
  • 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.

More vacations you might like

Frequently asked questions

How much does a San Juan vacation package cost?
You can snap up a vacation package to this destination from $603 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.