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.
Airport Suites Hotel

Airport Suites Hotel

3 out of 5
Price was $991, price is now $743 per person
$743
per person
Nov 21 - Nov 26
found 18 hours 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, laundry service, and free airport shuttle. Unwind with a drink at the poolside bar and enjoy perks like free self parking and a free area shuttle.
Port of Spain Windy Guest Apartment

Port of Spain Windy Guest Apartment

3 out of 5
Save 100% on your flight
Price was $2,271, price is now $1,603 per person
$1,603
per person
Nov 21 - Nov 26
found 18 hours 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 terrace, a garden, and luggage storage are also on offer.
Port of Spain Breezy Guest Apartment

Port of Spain Breezy Guest Apartment

3 out of 5
Price was $1,432, price is now $1,087 per person
$1,087
per person
Nov 21 - Nov 26
found 18 hours 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 terrace, a garden, and luggage storage are also on offer.
Port of Spain Sunny Guest Apartment

Port of Spain Sunny Guest Apartment

3 out of 5
Price was $1,432, price is now $1,087 per person
$1,087
per person
Nov 21 - Nov 26
found 18 hours 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 terrace, a garden, and laundry facilities are also on offer.
Port of Spain Sandy Guest Apartment

Port of Spain Sandy Guest Apartment

3 out of 5
Price was $1,432, price is now $1,098 per person
$1,098
per person
Nov 21 - Nov 26
found 18 hours 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 terrace, a garden, and laundry facilities are also on offer.

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
$98 nightly
The price is $108 total per night
$108 total
Oct 5 - Oct 6
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
$95 nightly
The price is $104 total per night
$104 total
Oct 6 - Oct 7
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
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
$216 nightly
The price is $241 total per night
$241 total
Sep 10 - Sep 11
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
$172 nightly
The price is $189 total per night
$189 total
Sep 6 - Sep 7
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
Airport Suites Hotel

Airport Suites Hotel

3 out of 5
7 Factory Road, Golden Grove Piarco Trinidad
$85 nightly
The price is $93 total per night
$93 total
Sep 6 - Sep 7
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and free airport shuttle. Unwind with a drink at the poolside bar and enjoy perks like free self parking and a free area shuttle.
Pool
Free airport shuttle
Radisson Hotel Trinidad

Radisson Hotel Trinidad

4 out of 5
Wrightson Road Port of Spain Trinidad
Free Cancellation
$213 nightly
The price is $233 total per night
$233 total
Sep 24 - Sep 25
Total with taxes and fees
This traditional resort includes 2 restaurants, an outdoor pool, and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and airport shuttle. Unwind with a drink at the bar/lounge and enjoy perks like free self parking and a free area shuttle.
Pool
Parking 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 $743. 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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