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.
Woodbrook on the Avenue

Woodbrook on the Avenue

2.5 out of 5
Woodbrook
Price was $752, price is now $582 per person
$582
per person
May 10 - May 15
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Port of Spain (POS)
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A business center, a terrace, and a garden are also on offer.
The Chancellor Hotel

The Chancellor Hotel

3 out of 5
Price was $905, price is now $710 per person
$710
per person
May 10 - May 15
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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
Price was $1,185, price is now $931 per person
$931
per person
May 10 - May 15
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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.
Chaquacabana Resort & Beach Club

Chaquacabana Resort & Beach Club

3 out of 5
Price was $910, price is now $742 per person
$742
per person
May 10 - May 15
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Port of Spain (POS)
This Art Deco hotel features a private beach, a full-service spa, and a restaurant. Unwind with a drink at one of the 2 bars/lounges and enjoy free perks like continental breakfast and WiFi in public areas. Enjoy the outdoor pool and unwind at the beach bar and poolside bar.
Regent Star Hotel

Regent Star Hotel

3 out of 5
Price was $814, price is now $669 per person
$669
per person
May 10 - May 15
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Port of Spain (POS)
This hotel doesn't skimp on freebies - guests receive free cooked-to-order breakfast, free self parking, and a free area shuttle. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and airport shuttle. A restaurant 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
$112 nightly
The price is $122 total per night
$122 total
Apr 14 - Apr 15
Total with 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.
Pool
Parking included
SherNest Guest House

SherNest Guest House

3 out of 5
25 GORBIN #1 San Juan San Juan-Laventille Regional Corporation
$92 nightly
The price is $100 total per night
$100 total
May 5 - May 6
Total with 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
Cozy Bed & Breakfast Private Room

Cozy Bed & Breakfast Private Room

Santa Cruz San Juan
$110 nightly
The price is $110 total per night
$110 total
Apr 7 - Apr 8
Total with taxes and fees
An outdoor pool is featured at this vacation home, along with laundry facilities.
Pool
Breakfast included
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
$266 nightly
The price is $290 total per night
$290 total
Apr 26 - Apr 27
Total with 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
Kapok Hotel

Kapok Hotel

4 out of 5
16-18 Cotton Hill St Clair Port of Spain Trinidad
$131 nightly
The price is $145 total per night
$145 total
Apr 11 - Apr 12
Total with taxes and fees
This smoke-free resort includes 2 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy free perks like continental breakfast and free self parking.
Pool
Breakfast included
Holiday Inn Express Hotel & Suites Trincity Trinidad Airport by IHG

Holiday Inn Express Hotel & Suites Trincity Trinidad Airport by IHG

3 out of 5
No 1 Exposition Drive Piarco Trinidad
Free Cancellation
$166 nightly
The price is $181 total per night
$181 total
Apr 26 - Apr 27
Total with taxes and fees
This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Breakfast included
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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 $582. 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.

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