Deals on vacations and trips to San Juan

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San Juan flight + hotel vacation packages

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

The Chancellor Hotel

3 out of 5
per person
Sep 25 - Sep 28
found 14 hours ago
Roundtrip non-stop flight included
Washington (DCA) to Port of Spain (POS)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, conference center, and conference space. Relax with a drink at the poolside bar and enjoy perks like free self parking.
Hyatt Regency Trinidad

Hyatt Regency Trinidad

4.5 out of 5
Downtown Port of Spain
Save 100% on your flight
per person
Sep 28 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Port of Spain (POS)
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this luxury resort. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the 24-hour gym and perks like free self parking.
Cara Hotels Trinidad

Cara Hotels Trinidad

3 out of 5
per person
Sep 14 - Sep 18
found 6 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Port of Spain (POS)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and airport shuttle. Enjoy the gym and perks like free self parking.
Hilton Trinidad & Conference Centre

Hilton Trinidad & Conference Centre

4.5 out of 5
per person
Aug 21 - Aug 25
found 17 hours ago
Roundtrip flight included
Baltimore (BWI) to Port of Spain (POS)
This luxury resort includes 2 restaurants, an outdoor pool, and an outdoor tennis court. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at one of the 3 bars/lounges and enjoy perks like free self parking.
The Bey

The Bey

3 out of 5
per person
Sep 25 - Sep 30
found 9 hours ago
Roundtrip flight included
Miami (MIA) to Port of Spain (POS)
This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Enjoy the free full breakfast each morning. A picnic area and luggage storage are also provided.

Top San Juan hotels deals

The Blue Mirage

The Blue Mirage

2 out of 5
Boundary Extension Road, San Juan, San Juan-Laventille Regional Corporation
$113 nightly
The price is $124 total per night
$124 total
Jul 23 - Jul 24
Total includes taxes and fees
An outdoor pool is featured at this hotel, along with free self parking. WiFi in public areas is free. Dry cleaning is also provided.
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
$112 total
Jul 21 - Jul 22
Total includes taxes and fees
An outdoor pool is featured at this bed & breakfast, along with laundry facilities. Take advantage of the free self parking.
Pool
Parking included
The Bey

The Bey

3 out of 5
43 Jogie Rd, San Juan, San Juan-Laventille Regional Corporation
Get rates
This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Enjoy the free full breakfast each morning. A picnic area and luggage storage are also provided.
Breakfast included
Parking included
The "Dous" Modern Apartment

The "Dous" Modern Apartment

$138 nightly
The price is $138 total per night
$138 total
Jul 21 - Jul 22
Total includes taxes and fees
A hot tub is featured at this vacation home, along with laundry facilities.
Hyatt Regency Trinidad

Hyatt Regency Trinidad

4.5 out of 5
No 1 Wrighton Road, Port of Spain, Trinidad
Free Cancellation
Reserve now, pay when you stay
$197 nightly
The price is $215 total per night
$215 total
Aug 6 - Aug 7
Total includes taxes and fees
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this luxury resort. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the 24-hour gym and perks like free self parking.
Pool
Spa
Hilton Trinidad & Conference Centre

Hilton Trinidad & Conference Centre

4.5 out of 5
Lady Young Road, Belmont, Port of Spain
Free Cancellation
Reserve now, pay when you stay
$172 nightly
The price is $187 total per night
$187 total
Aug 20 - Aug 21
Total includes taxes and fees
This luxury resort includes 2 restaurants, an outdoor pool, and an outdoor tennis court. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at one of the 3 bars/lounges and enjoy perks like free self parking.
Pool
Hot Tub
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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 are vacation packages to San Juan?
You can pick up an awesome flight and hotel bundle for as little as $554. With a Travelocity vacation package, a getaway in San Juan has never looked more enticing! Save both time and money and then get a start on packing those bags.
How long should my San Juan vacation be?
If you need some guidance, most visitors spend about 2 nights vacationing in San Juan. But to uncover the true essence of this place, stay a bit longer. You'll be able to explore more and really immerse yourself in the local vibe.
Where can I get the best vacation package deals for San Juan?
Look no further than Travelocity. With as many as 400 air carriers and 1,000,000 properties across the globe, it's easy to put together a San Juan package deal that suits your needs.
Why should I book my San Juan vacation bundle via Travelocity?
We take the stress out of travel planning. Whether you're seeking a new destination to uncover or want to ensure you get the best deal around, we've got you covered. Our 24/7 customer support, high-quality service and Price Match Guarantee mean you can book with confidence.
Can I save on my San Juan car rental if I book it with a hotel or flight?
You can with our San Juan vacation packages. With one of these, there are lots of ways to stretch your budget further. Bundle any two or more car, hotel, flight and tour bookings and watch your savings start to grow. With a rental car, all the popular attractions around San Juan are just a road trip away.
What is the best time of year to go to San Juan?
You'll score the cheapest hotel prices around and pay the most during . It's generally more relaxed in November, December and January, while there'll be more fellow travelers to hang out with during the months of June, September and October. It all depends on what you're willing to pay, the climate and how you deal with crowds.
Which airport is best for San Juan?
Many people arrive at Piarco Intl. Airport (POS). After you've disembarked and collected your luggage, head 9 mi northwest to reach central San Juan. A.N.R. Robinson Intl. Airport (TAB) is the other option available, 55 mi from the heart of the city.
Where should I stay when visiting San Juan?
If you're looking for a place to spend your nights, consider the Hislop On The Hill. It's the top pick for many visitors.

Photos of local treasures

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