San Juan Vacation Packages

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Your San Juan Vacation

Book a San Juan vacation package that includes everything you need without any unnecessary extras. Great for fishing, nature and history, think about staying in the neighborhood of Palo Seco. Like to explore your surroundings? San Juan Gate, La Fortaleza and Catedral Basilica Menor de San Juan Bautista are just a few of the top-rated places to visit during a trip to San Juan. Your ideal San Juan vacation is a few clicks away. Explore airfares, hotels and more on Expedia for a getaway that's tailored just for you.

Top San Juan Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Puerto Valdes

Hotel Puerto Valdes

Puerta de Tierra
CA $1,226
per person
Sep 20 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
8.8/10 Excellent! (710 reviews)
Our stay there was great! It was walking distance to old San Juan. The hotel was beautiful and the staff was friendly. The only downside was, the hot tub didn’t work and there was no warm water. I would stay here again.

Reviewed on Aug 5, 2026

Isla Verde Beachfront Retreat With Parking

Isla Verde Beachfront Retreat With Parking

Isla Verde
CA $1,390
per person
Oct 13 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
10/10 Exceptional! (2 reviews)
Good location, nice place, clean, looks the sana as pictured. Walking distance to the beach, restaurants and casino. Doesn’t have pool.

Reviewed on Jul 21, 2026

OLV Fifty Five - Adults Only

OLV Fifty Five - Adults Only

Condado
CA $1,738
per person
Sep 20 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
8.8/10 Excellent! (727 reviews)
Our stay at OLV Fifty Five was overall enjoyable! Upon arrival, we were warmly greeted by the valet team, who assisted us with our luggage. Check-in was welcoming, and the front desk offered us a glass of Prosecco, which was a nice touch. Our room was comfortable, but we noticed three maintenance issues: a dirty pillowcase, a crack in the sink, and the bathroom door was not properly aligned with the frame. We reported these to the team, and the pillowcase was replaced immediately. I assume the remaining maintenance items will be addressed. We spent a day enjoying the pool and Jacuzzi. One suggestion would be to add a few more small tables around the pool area for guests to place their towels and personal belongings. There were only two available for everyone using the space, so we ended up placing our towels on the floor. We tried a few cocktails and small bites at the bar, which were enjoyable. We didn’t dine at the hotel’s restaurants because friends had recommended local restaurants, and we rented a car to explore the area. For our anniversary dinner, we were looking for something more upscale and chose Marmalade, which was a wonderful experience. One thing we noticed was that there wasn’t much on their packages at the hotel for our anniversary, and no offerings or recommendations were made. Housekeeping did an excellent job keeping our room refreshed each day with clean towels and complimentary water. Overall, we spent most of our vacation exploring PR on our own🇵🇷

Reviewed on Aug 6, 2026

Signature Collection at Rio Mar

Signature Collection at Rio Mar

Mameyes II
CA $4,390
per person
Oct 25 - Oct 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
No reviews
APT by DW

APT by DW

Santurce
CA $1,507
per person
Oct 17 - Oct 24
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to San Juan (SJU)
9.8/10 Exceptional! (103 reviews)
The rooms, layout were good and very homely. Our family loved the stay and made the choice of stay for the next trip already. To list any negative was the plumbing -- pipe at bathtub was loose and over flowing, the bathroom shower flow. The host was very responsive and sent handyman immediately. Over all good place. The host should consider to lower the price, as they will not go vacant any time in year.

Reviewed on Jul 28, 2026

Things to do in and around San Juan

San Juan offers a fantastic blend of beach getaways and outdoor adventures, perfect for tourists from Canada. Enjoy resort activities, explore lush rainforest tours, or embark on thrilling night kayaking trips. For those seeking a bit more adventure, alternative hikes provide a unique way to experience the region's natural beauty. With its vibrant atmosphere, San Juan is an ideal destination for a memorable vacation filled with diverse activities.

Shopping

In San Juan, visit The Mall of San Juan for a mix of entertainment and shopping. For a vibrant city vibe, check out Distrito T-Mobile. If you're up for a drive, head to Mercado de Rio Piedras for a unique public market experience filled with local goods.

Recreation

Experience the vibrant atmosphere at Hiram Bithorn Stadium, perfect for sports enthusiasts. Enjoy live performances at Coca-Cola Music Hall for entertainment. For relaxation, unwind at Luis Munoz Marin Park, where you can connect with nature and rejuvenate amidst lush greenery and calming vibes.

Adventure

Experience the thrill of flying through the treetops at Yunke Zipline Adventures, located 40.2km from San Juan. Enjoy exhilarating rides at The Wheel within the city, and test your skills at the Predator Gaming Center, situated 16.1km away, for a unique gaming adventure.

Nightlife

San Juan's nightlife buzzes with energy, offering vibrant clubs like La Factoria for craft cocktails and dancing, or the lively atmosphere at Nono's for a laid-back vibe. Don’t miss out on the stunning ocean views at the rooftop bar at O:live Boutique Hotel for a memorable evening.

*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, Puerto Rico, is an ideal destination for beach lovers and urban explorers alike. Visitors can enjoy exploring urban parks, historic forts, and vibrant piazzas, all while immersing themselves in the local culture. Whether you're seeking a family-friendly experience or a taste of the city’s rich history, San Juan has something for everyone. Make sure to take advantage of the various activities and attractions that will enhance your stay in this captivating city.

  • Castillo San Felipe del Morro: This historic fort offers stunning views of the Atlantic Ocean and rich history dating back to the 16th century. Explore its ramparts and learn about its role in protecting San Juan from invaders, all while enjoying the vibrant culture surrounding it.
  • University of Puerto Rico: As one of the oldest universities in the Caribbean, this campus boasts beautiful architecture and a lively atmosphere. Stroll through its grounds to appreciate the blend of education and culture that shapes Puerto Rican identity.
  • San Juan Gate: This impressive archway serves as a reminder of San Juan's colonial past. Walk through its historic entrance and immerse yourself in the city's stories, surrounded by the vibrant culture that defines the area.

Best time to go to San Juan

The best time to visit San Juan is dependent on what kind of holiday you are seeking. August and September are its hottest month on average. At the time of September, visitor numbers are average and weather is mostly sunny. January and February are its coolest month on average. At the time of February, visitor numbers are slightly low and weather is mostly sunny.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January76.5°F (24.7°C)No RainMostly SunnyAverageAverage
February76.5°F (24.7°C)No RainMostly SunnySlightly LowSlightly High
March76.6°F (24.8°C)No RainMostly SunnySlightly HighSlightly High
April78.1°F (25.6°C)Light RainMostly SunnySlightly HighAverage
May79.7°F (26.5°C)Light RainMostly SunnyAverageAverage
June81.3°F (27.4°C)Light RainMostly SunnyAverageAverage
July81.9°F (27.7°C)Light RainMostly SunnySlightly HighAverage
August82.0°F (27.8°C)Light RainMostly SunnyAverageAverage
September82.0°F (27.8°C)Light RainMostly SunnyAverageSlightly Low
October81.1°F (27.3°C)Light RainMostly SunnySlightly LowSlightly Low
November79.2°F (26.2°C)Light RainMostly SunnySlightly LowSlightly Low
December77.4°F (25.2°C)No RainMostly SunnyAverageSlightly High

Tips to save on your trip to San Juan

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling during the off-peak season (typically September to November) for more affordable package holidays 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 Beach Vacation

There's nothing like a San Juan vacation to add a little spring in your step. The sound of rolling surf and the smell of fresh ocean air will help refresh your mind, body and soul. To be near the town centre on your trip to San Juan, find a hotel around Condado Beach (just 3 kilometres away). If you're intending to stay for a while, browse our San Juan vacation packages. Not only will you be able to save some money, you'll also have other stunning beaches around you to explore, like Playa Ocean Park and Playa del Caribe Hilton. Now that's a win-win!

Things You Should Know About San Juan

  • If fresh sea air and strolls along the shore are your idea of a dreamy escape, why not opt for one of our San Juan beach hotels? Staying by the water is the perfect cure for life's little stresses.
  • Our apartments, like Howard Johnson Centro Cardiovascular San Juan and La Terraza de San Juan, are a hit with visitors of all sorts. Check out the amenities and get ready for your stay in San Juan!
  • San Juan has a population of roughly 418,100 people. Why not get out and mingle with a few of them? It's an excellent way to pick up a little inside intel on the place! Also look up our San Juan things to do page.
  • Don't leave without stopping by Port of San Juan, Condado Beach and Condado Beach. With the cash you save through our San Juan vacation deals, you can see more top attractions like these.

Ready to book your vacation to San Juan?

Choose your dates

Stay near popular San Juan attractions

A cruise ship docked near a coastal city with buildings and palm trees.

Port of San Juan

9.0/10 (16,423 reviews)
Explore the waterfront in San Juan with a trip to Port of San Juan. Discover the area's top-notch restaurants and its acclaimed art scene.
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A beach with clear turquoise water, a sandy shore, and a city skyline with tall buildings including a Marriott hotel.

Condado Beach

9.0/10 (15,686 reviews)
This beach within the bustling city of San Juan is the perfect place to relax for a few hours.
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A tropical beach with clear turquoise water, palm trees, and a few people swimming.

Escambron Beach

9.0/10 (3,721 reviews)
Swim in calm waters among colorful fish at a picturesque beach that is regularly voted one of the best in Puerto Rico.
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A stone structure with a dome and a statue on a waterfront at night.

Plaza las Americas

9.0/10 (5,422 reviews)
You can enjoy retail therapy at Plaza las Americas during your visit to San Juan. Wander the beautiful beaches and seaside in this vibrant area.
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Puerto Rico Convention Center

8.8/10 (5,374 reviews)
During your trip, find out what's happening at Puerto Rico Convention Center, a top convention center in San Juan. Amble around this vibrant area's beautiful beaches or experience its acclaimed art scene.
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Distrito T-Mobile

9.6/10 (294 reviews)
You can do some window-shopping at Distrito T-Mobile during your visit to San Juan.
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Jose Miguel Agrelot Coliseum

8.8/10 (1,841 reviews)
Catch an event at Jose Miguel Agrelot Coliseum during your trip to San Juan. Amble around this vibrant area's beautiful beaches or experience its great live music.
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University of Puerto Rico

8.4/10 (1,834 reviews)
Enjoy the collegiate vibe at University of Puerto Rico during your visit to San Juan. Stroll along the seaside or experience the acclaimed art scene in this vibrant area.
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What to do in San Juan

Culebra Day Trip by Catamaran

Culebra Day Trip from Fajardo by Catamaran

CA $234
per adult
92% of travellers recommend
Culebra Day Trip from Fajardo by Catamaran
El Yunque Rainforest Guided Hiking with Waterfall Tour

El Yunque Rainforest Guided Hiking Tour

CA $124
per traveller
96% of travellers recommend
El Yunque Rainforest Guided Hiking Tour
San Juan: Casa Bacardi Distillery Tour

San Juan: Casa Bacardi Distillery Tour

CA $63
per adult
94% of travellers recommend
San Juan: Casa Bacardi Distillery Tour
See all activities in San Juan

Frequently asked questions

How much does a San Juan vacation package cost?
You can grab a vacation package to this top destination from CA $1,226 on Expedia. But how much your vacation to San Juan costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to San Juan?
September, October and November are great times to search for cheap San Juan vacation packages. Travelling in less busy months means you can usually find better prices on accommodations and flights.
How many days is enough for San Juan?
We'd recommend booking a San Juan vacation for a minimum of 3 days. This will allow you time to tick off popular sights including Paseo de la Princesa and Plaza las Americas, and also check out neighbourhoods like Santurce and Isla Verde. You might even be able to slot in a day trip outside of San Juan.
Is it worth booking a vacation package to San Juan?
San Juan offers everything you need for an amazing getaway. Begin your San Juan vacation on a high note by checking out top attractions like Condado Beach.
How to find the best San Juan package deals?
Use Expedia's handy filters to help you find some unbeatable San Juan package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or look for San Juan package deals in the low season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book a San Juan vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging hotels and flights individually. Better still, you can personalize your San Juan escape to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to San Juan?
If you're planning an impromptu San Juan adventure, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can score terrific deals on your hotels and flights by booking ahead.
How to plan a trip to San Juan?
  1. Choose when to go: Check your calendar and pack your bags. Your favourite time of year and the activities available will also help you decide when to visit San Juan.
  2. Work out your budget: Ensure you have enough money to cover everything from transportation and dining out to flights and experiences. Your hotel will likely be the biggest expense during your trip to San Juan.
  3. Decide your trip length: Consider how much time you want to spend discovering San Juan. Plan your days so you can get to all the attractions and activities you're interested in at a leisurely pace.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to find a San Juan vacation package that brings all your bookings together.

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