San Juan Holidays

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    Save up to S$134 when you book a flight and hotel together*
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Top hotels in San Juan

SherNest Guest House
SherNest Guest House
3 out of 5
25 GORBIN #1, San Juan, San Juan-Laventille Regional Corporation
The price is S$143 per night from 4 Apr to 5 Apr
S$143
includes taxes & fees
4 Apr - 5 Apr
SherNest Guest House
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 S$304 per night from 1 Apr to 2 Apr
S$304
includes taxes & fees
1 Apr - 2 Apr
9/10 Wonderful! (1,003 reviews)
"The swim bar should be open until 10pm on the weekends."

Reviewed on 18 Mar,2025

Hyatt Regency Trinidad
Hilton Trinidad & Conference Centre
Hilton Trinidad & Conference Centre
4.5 out of 5
Lady Young Road, Belmont, Port of Spain
Fully refundableReserve now, pay when you stay
The price is S$233 per night from 1 Apr to 2 Apr
S$233
includes taxes & fees
1 Apr - 2 Apr
7.8/10 Good! (1,000 reviews)
"Very clean"

Reviewed on 16 Mar,2025

Hilton Trinidad & Conference Centre
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.

Frequently asked questions

How much does a San Juan holiday package cost?
You can snap up a holiday package to this destination on Expedia. However, how much your holiday 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?
To score cheap San Juan holiday packages, plan your getaway outside of peak periods such as school holidays. You’ll generally find lower prices and better availability when it’s less busy.
How many days is enough for San Juan?
Generally, a handful of days is enough to check out the main sights during your San Juan holiday. But if you prefer to have time to rest or take day tours, think about extending your itinerary.
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 personalise 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 travelling on a weekday, when prices are often lower.
Is it cheaper to book a San Juan holiday as a package?
An Expedia holiday package could score you significant savings when compared to booking accommodation and flights individually. Better still, you can personalise 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 holiday package to San Juan?
If you’ve got your San Juan holiday 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 travelling on a whim.
How to plan a trip to San Juan?

  1. Choose your dates: What you want to do in San Juan and your favourite season can help you decide when to travel.
  2. Figure out your budget: Ensure you have enough money to pay for everything from dining out and transportation to activities and flights. Your accommodation will likely be the biggest expense during your trip to San Juan.
  3. Decide your trip length: Think about how much time you want to spend exploring San Juan. Plan your itinerary so you can get to all the experiences and attractions you’re interested in without rushing.
  4. Combine your accommodation and airfare: Once you’ve nailed down your trip dates and duration, book the right San Juan holiday package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.