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 $921, price is now $732 per person
$732
per person
Apr 20 - Apr 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 $1,044, price is now $847 per person
$847
per person
Apr 20 - Apr 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
Cattleya Hotel

Cattleya Hotel

3 out of 5
Price was $884, price is now $786 per person
$786
per person
Apr 20 - Apr 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Port of Spain (POS)
An outdoor pool, free self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. A terrace, a garden, and a picnic area are also on offer.
Pool Jacuzzi Gulfview Townhome

Pool Jacuzzi Gulfview Townhome

2 out of 5
Glencoe
Price was $1,112, price is now $999 per person
$999
per person
Apr 8 - Apr 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Port of Spain (POS)
This apartment doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden and barbecue grills are also provided.
Hyatt Regency Trinidad

Hyatt Regency Trinidad

4.5 out of 5
Downtown Port of Spain
Price was $1,572, price is now $1,314 per person
$1,314
per person
Mar 14 - Mar 20
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.

Top San Juan hotels deals

SherNest Guest House

SherNest Guest House

3 out of 5
25 GORBIN #1 San Juan San Juan-Laventille Regional Corporation
$115 nightly
The price is $125 total per night
$125 total
Feb 24 - Feb 25
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
The Blue Mirage

The Blue Mirage

2 out of 5
Boundary Extension Road San Juan San Juan-Laventille Regional Corporation
$114 nightly
The price is $125 total per night
$125 total
Feb 23 - Feb 24
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
The Bey

The Bey

3 out of 5
43 Jogie Rd San Juan San Juan-Laventille Regional Corporation
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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
Ramona's place - Serenity in your eyes.

Ramona's place - Serenity in your eyes.

San Juan San Juan-Laventille Regional Corporation
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This apartment featured laundry facilities and barbecue grills.
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
Feb 23 - Feb 24
Total with taxes and fees
An outdoor pool is featured at this vacation home, along with laundry facilities.
Pool
Kitchen
Home and Nature on Hill<br>

Home and Nature on Hill<br>

San Juan San Juan-Laventille Regional Corporation
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Stay at this apartment in San Juan. Popular attractions Yerette - Home of the Hummingbird and Independence Square & Waterfront Park are located nearby.
Pet friendly
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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 $732. 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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