A coastal fort with a tower overlooking the sea.

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.
  • Jan 16 - Jan 20

    Aura House Isla Verde + Flight

    Isla Verde
    4 nights
    3.0 star property
    7.8/10 - Good (409 reviews)
    Roundtrip • Toronto (YTO) - San Juan (SJU)
    YYZ - SJU • 1 stop SJU - YYZ • 1 stop
    CA $1,202
    CA $839
    per traveller
    found 1 day ago
    Aura House Isla Verde
  • Dec 12 - Dec 17

    Hotel Puerto Valdes + Flight

    Puerta de Tierra
    5 nights
    4.0 star property
    8.8/10 - Excellent (760 reviews)
    "Room was very clean and spacious, staff went above and beyond for us during our stay. Very friendly and helpful with activities to do in the area."
    Reviewed November 1, 2026
    Roundtrip • Toronto (YTO) - San Juan (SJU)
    YYZ - SJU • 1 stop SJU - YYZ • 1 stop
    CA $2,034
    CA $1,309
    per traveller
    found 15 hours ago
    Hotel Puerto Valdes
  • Dec 9 - Dec 15

    Park Royal Club Cala managed by Accor + Flight

    Humacao
    6 nights
    3.5 star property
    8.6/10 - Excellent (645 reviews)
    Roundtrip • Toronto (YTO) - San Juan (SJU)
    YYZ - SJU • 1 stop SJU - YYZ • 1 stop
    CA $1,358
    CA $920
    per traveller
    found 13 hours ago
    Park Royal Club Cala managed by Accor
  • Jan 16 - Jan 20

    Ocean Breeze Villa + Flight

    Puerta de Tierra
    4 nights
    4.0 star property
    9.2/10 - Wonderful (41 reviews)
    "We stayed 6 nights in October. Check-in was easy, they sent a code for the door al. The place was a good base for our trip around San Juan."
    Reviewed October 28, 2026
    Roundtrip • Toronto (YTO) - San Juan (SJU)
    YYZ - SJU • 1 stop SJU - YYZ • 1 stop
    CA $2,368
    CA $1,636
    per traveller
    found 1 day ago
    Ocean Breeze Villa
  • Jan 25 - Jan 30

    Isla Verde Beachfront ESJ Tower by Otium + Flight

    Isla Verde
    5 nights
    2.0 star property
    9.4/10 - Exceptional (6 reviews)
    Roundtrip • Montreal (YUL) - San Juan (SJU)
    YUL - SJU • 1 stop SJU - YUL • 1 stop
    CA $2,028
    CA $1,411
    per traveller
    found 1 day ago
    Isla Verde Beachfront ESJ Tower by Otium

Where to stay in San Juan

Find the best San Juan areas and neighborhoods for the activities you enjoy most. Learn more about San Juan
Learn more about San Juan

Old San Juan

Old San Juan charms visitors with cobblestone streets and colourful colonial buildings from the 16th century. Impressive fortresses like El Morro and San Cristóbal stand guard over turquoise waters. The historic district pulses with authentic Puerto Rican culture through museums, galleries, and traditional cuisine. Frequent festivals showcase the island's rich heritage. Travellers can wander along the scenic Paseo de la Princesa with breathtaking views of San Juan Bay. Art lovers will appreciate the neighborhood's museums and vibrant art scene. History buffs can explore landmarks like San Juan Gate and Catedral Basilica Menor de San Juan Bautista. Free trolleys make navigating the narrow streets convenient.

Condado

Oceanfront and upscale, Condado boasts picturesque beaches alongside hotels, nightclubs, casinos, and shops. Stroll through La Ventana al Mar park, and enjoy easy access to public transport via T21 and D53 bus routes.

Miramar

Characterized by quiet streets and mature shade trees, this historical district boasts the Puerto Rico Convention Center, Isla Grande Airport, and Club Nautico. Just a short distance from Old San Juan and Condado, future plans include improved walkability and train connections.

Santurce

Bask in the sun on Atlantic Ocean beaches and experience vibrant nightlife at La Placita de Santurce, while exploring museums like the Museum of Art of Puerto Rico. Enjoy easy access to public transportation via bus lines and the Tren Urbano.

Ocean Park

Upscale beachfront community with trendy beachgoers, Ocean Park offers kitesurfing and windsurfing opportunities. Stroll along Calle Loíza for bars, restaurants, and boutiques or unwind at nearby Parque Barbosa.

Discover the most popular places to visit in San Juan

What to do in San Juan

San Juan Hotel Deals

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.

Find out more about San Juan

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.

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.

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.

Frequently Asked Questions

How much does a San Juan vacation package cost?

You can grab a vacation package to this top destination from CA $839 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.

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