San Juan Vacations & Trips from $496

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Your San Juan Vacation

Leave the travel planning up to us with a San Juan vacation package. With everything organized before you go, all you'll have to do is sit back, chill out and experience this destination's culture and charm. Get your trip to San Juan off to a great start by staying in its most renowned cities. San Juan de la Maguana is one you can't miss. Find some travel buddies and start packing, because your San Juan vacation is only a few clicks away with Expedia.

The Latest San Juan Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Santo Cerro Natural Park

Hotel Santo Cerro Natural Park

3.5 out of 5
Price was $784, price is now $496 per person
$496
per person
Oct 30 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Santiago (STI)
9/10 Wonderful! (49 reviews)
Very nice property excellent and I mean excellent staff and proprieters awesome views but besides the GEICO's on the ceiling and the electricy

Reviewed on Aug 14, 2025

Viva Heavens by Wyndham, A Trademark All Inclusive

Viva Heavens by Wyndham, A Trademark All Inclusive

4 out of 5
Playa Dorada
Save 100% on your flight
Price was $1,433, price is now $744 per person
$744
per person
Nov 5 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Santiago (STI)
7.4/10 Good! (1,000 reviews)
“It was an okay place, but the food was bland and needed more variety. The liquor was basic and tasted watered down. Entertainment could be improved, the bed was hard, and the beach was quite a far walk. Overall, I wouldn’t recommend it.”

Reviewed on Aug 23, 2025

Senator Puerto Plata

Senator Puerto Plata

4 out of 5
Save 100% on your flight
Price was $1,217, price is now $715 per person
$715
per person
Nov 5 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Santiago (STI)
7.6/10 Good! (1,577 reviews)
Una semana que fue un sueño !!! Volveré pronto !!!

Reviewed on Aug 23, 2025

Lifestyle Crown Residence Suites - All Inclusive

Lifestyle Crown Residence Suites - All Inclusive

3.5 out of 5
Save 100% on your flight
Price was $1,655, price is now $976 per person
$976
per person
Nov 15 - Nov 22
found 14 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Santiago (STI)
7.4/10 Good! (1,003 reviews)
The place was ok. The food was good, the room was so so, hard bed & lumpy pillows. The property was kept up but people just leave their trash everywhere. The everyday staff, bartender Jose at the dessert bar was amazing, housekeepers, waitstaff, were all superb. Always smiling and friendly. There is a lot of selling going on. There are timeshares for sale. We were asked several times to take a tour and we declined. There are people waiting in front of the CASABLANCA buffet waiting to sell you things. It’s constant. There is always someone asking to show you something. Within an hour of getting to our rooms, we had 2, we were approached by 2 spa appointment seekers and we booked 3 massages, in front of our rooms and paid cash. That night one in our party fell and hurt their toe. I went to the spa the next morning to cancel and was told that I couldn't get a refund. That the money left the property and that I could either book the massages at a later day of the week, get a credit for 320$ of product or get a certificate to use whenever I returned. I wanted a refund and was told for 3 consecutive days that I couldn’t get one. There is nothing anywhere that states cash cannot be refunded. We booked this on Saturday, canceled on Sunday and was told on Wednesday after days of insisting only a refund was acceptable, to return Friday for the refund. It was like the money was being kept hostage and in the end I only got it back in my hands at 11am while checking out on Saturday. 👎

Reviewed on Aug 24, 2025

Playabachata

Playabachata

4 out of 5
Price was $1,004, price is now $636 per person
$636
per person
Nov 5 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Santiago (STI)
6.8/10 (2,007 reviews)
Too far from rooms to Buffett or beach

Reviewed on Aug 22, 2025

Best Places to Vacation in San Juan

1. Book your ideal San Juan de la Maguana with a vacation package

San Juan de la Maguana, located in the San Juan province of the Dominican Republic, offers a unique outdoor vacation experience. With its natural parks, monuments, and historical sites, this city is a haven for adventure enthusiasts. Explore the stunning landscapes and biodiversity of the surrounding area while enjoying activities such as hiking, birdwatching, and horseback riding. Immerse yourself in the rich history and culture of San Juan de la Maguana by visiting its iconic landmarks and engaging in local traditions. With a variety of vacation packages available, there's something for everyone to enjoy in this vibrant city.

  • The peak season is from February to April
  • The off-peak season is from October to December
  • Travelers tend to stay 2 days in San Juan de la Maguana

Things to do in San Juan

San Juan, Dominican Republic, is perfect for beach vacations and outdoor adventures. Enjoy popular activities like golfing at private country clubs, exploring scenic landscapes, and embarking on exciting day trips. With a blend of fun activities and nature experiences, you'll find plenty to do while soaking up the sun and enjoying the beautiful surroundings.

Shopping

In San Juan, visit the Plaza San Juan for a mix of local and international brands, perfect for gifts. For a more authentic experience, check out the Mercado Modelo, a vibrant market offering handmade crafts, souvenirs, and local delicacies that truly capture the essence of the Dominican Republic.

Recreation

Unwind at serene wellness retreats offering yoga sessions on the beach, rejuvenating spa treatments, and organic cuisine. Engage in nature hikes through lush landscapes, join meditation workshops, or participate in guided wellness programs that promote relaxation and holistic health while soaking in the tropical atmosphere of San Juan.

Adventure

Experience exhilarating zip-lining through lush rainforests, kayaking in pristine waters, and hiking up the stunning Pico Duarte. Explore the vibrant underwater world while snorkeling or diving off the coast, and conquer thrilling ATV trails for an unforgettable adventure in San Juan, Dominican Republic.

Nightlife

San Juan's nightlife is vibrant and diverse. Enjoy cocktails at La Casa del Mojito, then dance the night away at Club 404, renowned for its lively atmosphere and DJ performances. For a laid-back vibe, check out Café Matisse, where you can unwind with live music and a relaxed crowd.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in San Juan

San Juan, Dominican Republic, is perfect for an outdoor and scenic vacation, boasting attractions like the historic Gate Arch, urban parks, and national state parks. With options for culture and adventure, visitors can explore Old San Juan and enjoy various Puerto Rico vacation experiences. Don't miss out on the vibrant local atmosphere and unique sights that make San Juan a memorable destination.

  • Arco del Triunfo: This historic archway is a vibrant symbol of San Juan's rich cultural heritage. As you walk through the Arco del Triunfo, you'll feel the echoes of history and immerse yourself in the local traditions that shape the community.
  • Jose Del Carmen Ramirez National Park: Experience adventure and breathtaking scenery in this expansive national park. With its diverse landscapes, you can hike through lush trails, explore stunning vistas, and enjoy the great outdoors, making it perfect for nature enthusiasts and thrill-seekers alike.
  • El Corral de los Indios: Step back in time at this historic site, which showcases the area's indigenous heritage. With its fascinating stories and cultural significance, El Corral de los Indios offers a unique glimpse into the past, enriching your understanding of the local identity.

Best time to go to San Juan

The best time to visit San Juan can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in San Juan falls in July and August. August has slightly low visitor numbers and mostly sunny weather. The coolest average temperature in San Juan falls in January, visitor numbers are slightly high and weather is sunny with no rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancy
January69.8°F (21.0°C)No RainSunnySlightly High
February70.7°F (21.5°C)No RainMostly SunnySlightly High
March71.2°F (21.8°C)No RainMostly SunnyAverage
April72.7°F (22.6°C)Light RainMostly SunnySlightly High
May73.2°F (22.9°C)Light RainMostly SunnyAverage
June74.3°F (23.5°C)Light RainMostly SunnySlightly Low
July75.0°F (23.9°C)Light RainMostly SunnySlightly Low
August75.0°F (23.9°C)Light RainMostly SunnySlightly Low
September74.5°F (23.6°C)Light RainMostly SunnyAverage
October73.2°F (22.9°C)Light RainMostly SunnyAverage
November71.6°F (22.0°C)Light RainMostly SunnyAverage
December70.0°F (21.1°C)No RainSunnyAverage

Tips to save on your trip to San Juan

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to San Juan.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

San Juan Hotel Deals

Villas Vallejuelo

Villas Vallejuelo

3 out of 5
Luperon, 287277, Vallejuelo, San Juan
Fully refundableReserve now, pay when you stay
$25 nightly
The price is $32 total per night from Aug 25 to Aug 26
$32 total
Aug 25 - Aug 26
Total with taxes and fees
9.4/10 Exceptional! (3 reviews)
"Clean, good service"

Reviewed on Dec 20, 2024

Villas Vallejuelo
Glamping Lake San Juan

Glamping Lake San Juan

2.5 out of 5
Calle el palero, San Juan de la Maguana, San Juan
$108 nightly
The price is $128 total per night from Aug 25 to Aug 26
$128 total
Aug 25 - Aug 26
Total with taxes and fees
10/10 Exceptional! (1 review)
"Mejor lugar para desconectar"

Reviewed on Mar 10, 2025

Glamping Lake San Juan
Jarabacoa River Club

Jarabacoa River Club

3 out of 5
Carretera Jarabacoa-Manabao Km 4, Pinar Quemado, Jarabacoa, La Vega
Fully refundableReserve now, pay when you stay
$63 nightly
The price is $81 total per night from Aug 25 to Aug 26
$81 total
Aug 25 - Aug 26
Total with taxes and fees
7.2/10 Good! (339 reviews)
"Good"

Reviewed on Aug 17, 2025

Jarabacoa River Club
See all 182 properties in San Juan
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a San Juan vacation package cost?
From just $496, you can customize your San Juan package. Simply combine hotels, flights and car rentals and be rewarded with discounts.
How do I get a cheap travel package to San Juan?
Our San Juan vacation packages mean plenty of savings for the savvy wanderer. For the best deal, simply combine your flights, hotels and extras (such as activities) into a handy package. But great bargains are only the start of your next unforgettable adventure. When you book with Expedia, and you'll have over 550 air carriers and 1,000,000 properties around the world to select from. Whatever your style, there's a package that's perfect for you.
How far in advance should I book my San Juan vacation?
To land discount prices, book as early as you can. Air carriers typically start selling tickets, along with some of the lowest fares, nearly a year in advance. Hotels, activities and car rental should also be booked early so you can have the pick of the bunch. If you were hoping for a last-minute getaway in San Juan, there are always lots of great deals to be had on Expedia. Book something in today!
What does an Expedia San Juan travel package include?
Packages include rental cars, hotels and flights, but you can mix and match them to create your perfect San Juan vacation. You can also add on some tours and activities once you've made your booking. You're the boss! When you bundle your bookings with Expedia, you'll get discounts you won't find anywhere else.
What should I know before booking a San Juan travel package?
So many places to wander around, so many things to do. With a package, you can cross more of them off your list. Combine your flights, hotels and rental cars and score big savings.
Can I choose my airline with a San Juan Expedia vacation package?
You certainly can. Expedia has access to more than 550 partner airlines all over the world, so choose the carrier that best suits your budget needs.
Does Expedia offer Book Now, Pay Later San Juan vacation packages?
With one of our vacation packages, you can customize both your trip and a payment arrangement. Expedia can help reduce financial strain relating to your journey with a Book Now, Pay Later solution, thanks to us teaming up with online lender Affirm. That way, all you have to concentrate on is getting ready to take to the skies.
If I'm not able to travel, can I cancel my San Juan vacation package?
Your situation can change without warning, so yes, you can. You may be able to cancel and rebook your San Juan vacation package at no cost within 24 hours of booking. For older bookings, you can still make the necessary changes, but your airline, hotel or car rental company may impose a fee. Need more information? Take a look at our Customer Service Portal. We're here to help make sure your getaway goes off without a hitch.

Discover the most popular places to visit in San Juan

Arco del Triunfo

You can find out about the history of San Juan de la Maguana with a trip to Arco del Triunfo. Amble around the area's parks or visit its monuments.

Arco del Triunfo

Jose Del Carmen Ramirez National Park

Explore the great outdoors at Jose Del Carmen Ramirez National Park, a lovely green space in San Juan de la Maguana. Discover the mountain views while you're in the area.

Jose Del Carmen Ramirez National Park

Duarte Park

Explore the great outdoors at Duarte Park, a lovely green space in San Juan de la Maguana. Make some time to visit the monuments while you're in the area.

Duarte Park
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.