San Juan Holidays
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Where to stay in 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
Condado pairs San Juan's upscale beachfront allure with vibrant island culture. Stylish hotels like La Concha Renaissance and Condado Vanderbilt frame golden sands along turquoise waters. Ashford Avenue buzzes with designer boutiques and pavement cafés beneath swaying palms. Water lovers can swim, paddleboard, or simply relax on pristine Condado Beach. After sunset, the area transforms with rooftop lounges, beachfront bars, and casino gaming. Everything in this walkable district caters to travellers seeking Caribbean luxury with authentic Puerto Rican flavours.
Miramar
Miramar offers an elegant escape from San Juan's bustling tourist zones. This historic district blends Spanish Colonial and Art Deco architecture with tree-lined streets and waterfront charm along the Condado Lagoon. Visitors appreciate the peaceful residential atmosphere just minutes from major attractions. The area balances cultural richness with tranquil living spaces. Music lovers can explore the Conservatory of Music while art enthusiasts enjoy local galleries. Intimate cafés serve authentic Puerto Rican cuisine as lagoon paths invite leisurely strolls and paddleboarding adventures.
Santurce
Santurce thrives as San Juan's artistic soul, where colourful street murals transform buildings into open-air galleries. The historic Santurce Marketplace buzzes with local produce by day and lively restaurants by night. Puerto Rican culture shines through numerous museums and the vibrant Santurce es Ley arts festival. Art lovers will appreciate the collections at Museo de Arte de Puerto Rico and contemporary galleries throughout the area. Beach enthusiasts can easily walk to Condado Beach for sun and surf. The Sacred Heart Station provides convenient metro access for exploring more of San Juan's treasures.
Ocean Park
Ocean Park delivers a perfect slice of San Juan beachfront life with its golden sands and turquoise waters. This upscale residential area offers a quieter vibe than nearby Condado. Surfers catch waves while locals stroll tree-lined streets past colourful Caribbean architecture. The area centers around Calle Loíza with its boutique shops and diverse dining scene. Atlantic beaches provide swimming and water sports for sun-seekers. Ocean Park balances local Puerto Rican character with visitor amenities without feeling overly commercial.
Discover the most popular places to visit in San Juan
Casino del Mar at La Concha Resort
What to do in San Juan
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San Juan Hotel Deals
"All grat"
Hotel Rumbao, a Tribute Portfolio Hotel
Hotel Rumbao, a Tribute Portfolio Hotel
Sheraton Puerto Rico Resort & Casino
Sheraton Puerto Rico Resort & Casino
Holiday Inn Express San Juan Condado by IHG
Holiday Inn Express San Juan Condado by IHG"The room was very clean and the staff was very helpful and very professional. The breakfast was fresh, well-cooked, and everything was fresh. The only problem was the side area of he hotel because the water from Laguna was overflowing the street. The valet parking employees were very professional and helpful."
San Juan Marriott Resort and Stellaris Casino
San Juan Marriott Resort and Stellaris Casino"Excellent stay here! Hotel was very clean which is top of my list. Staff was friendly, very accommodating, and gave wonderful tips to enhance our trip! Good food venues and options....be sure to get Lisa as your hostess at the Cosecha restaurant! Will definitely stay here again!"
Hilton Garden Inn San Juan Condado
Hilton Garden Inn San Juan Condado"The property was clean and the staff was friendly. Our room was facing the street which was very noisy. When booking make sure you are not facing the street. The on site dining was excellent. I would stay again. Good location and having access to the Condado facilities and beach were a huge plus."
Find out more about San Juan
Things to do in and around San Juan
San Juan, Puerto Rico, is an ideal destination for a beach, outdoor, or city-themed holiday. Visitors can enjoy a variety of activities including stays at luxurious resorts, exploring recreational areas, and experiencing vibrant arena entertainment. Noteworthy attractions encompass intriguing museums, breathtaking waterfall tours, and lush rainforest adventures, making it a perfect spot for unforgettable tours and excursions.
Shopping
For a delightful shopping experience in San Juan, visit Plaza Las Américas, a bustling shopping mall with a variety of stores and entertainment options. If you're up for a drive, check out Distrito T-Mobile for more city vibes and family-friendly activities, or head to Mercado de Río Piedras for local goods.
Recreation
Experience the vibrant atmosphere at Hiram Bithorn Stadium, where the energy of sports invigorates your spirit. Unwind at Luis Munoz Marin Park, a serene space perfect for relaxation and reflection amidst lush greenery. Enjoy live performances at Coca-Cola Music Hall, where entertainment and joy come together beautifully.
Adventure
Experience thrills at The Wheel in San Juan, offering stunning views and exhilarating rides. For gaming enthusiasts, the Predator Gaming Center, located 16.1km away, provides exciting challenges. For a nature-filled adventure, venture 37.0km to Toro Verde Nature Adventure Park, where adventure vibes abound amidst breathtaking landscapes.
Nightlife
In San Juan, experience vibrant nightlife in areas like Old San Juan and Condado, where lively bars and clubs come alive. Enjoy salsa dancing at La Placita de Santurce, or sip cocktails at beachfront venues, all while soaking up the warm Caribbean atmosphere and infectious energy.
Find the best attractions in San Juan
San Juan offers a delightful blend of beach, outdoor, and city-themed vacations, making it an ideal destination for travellers. Explore its urban parks, charming piazzas, and historic forts, which provide a rich cultural experience for families and city enthusiasts alike. Don't miss the chance to immerse yourself in the vibrant local atmosphere while enjoying the stunning landscapes and historical significance of this enchanting city.
- Jose Miguel Agrelot Coliseum: Experience the vibrant atmosphere of this premier entertainment venue, where you can enjoy concerts, sporting events, and family shows. The coliseum is known for its lively energy, making it a great spot for memorable outings.
- Castillo San Felipe del Morro: Step back in time at this historic fort that offers stunning views of the ocean and the city. With its rich history and cultural significance, exploring this UNESCO World Heritage site allows you to appreciate Puerto Rico's colonial past.
- Museo de Arte de Puerto Rico: Immerse yourself in Puerto Rican culture through its extensive art collection. The museum showcases works from local artists, providing insight into the island's artistic evolution and cultural heritage.
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 holiday package cost?
You'll find cheap prices on Expedia for your San Juan escape. However, a range of factors like the season, choice of hotel and length of stay will influence how much your holiday to San Juan costs.
What are the cheapest months to go to San Juan?
If you're looking to book a cheap San Juan holiday package, consider visiting in September, October and November. You'll typically find better prices on flights and hotels during these quieter months — ideal for a budget-friendly getaway.
How many days is enough for San Juan?
We suggest planning a San Juan holiday for around 3 days. This will give you enough time to check off major attractions such as Catedral Basilica Menor de San Juan Bautista and Playa Ocean Park, as well as explore neighbourhoods like Santurce and Isla Verde. You could even squeeze in a day trip (or two) beyond San Juan.
Is it worth booking a holiday package to San Juan?
San Juan has everything you need for an amazing getaway. Get your San Juan holiday off to a flying start by checking out popular attractions like Condado Beach.
How to find the best San Juan package deals?
Use Expedia's filter tool to help you find some fabulous San Juan package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your break for midweek, or search for San Juan package deals in the off-season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to lock in your holiday package well in advance.
Is it cheaper to book a San Juan holiday as a package?
You can enjoy significant savings on your San Juan break by booking a tailored holiday package. Check the "Package" heading, then select your travel dates and destination to view the best flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a holiday package to San Juan?
If you're considering a spur-of-the-moment San Juan holiday, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can land awesome deals on your hotels and flights by booking ahead.
How to plan a trip to San Juan?
- Pick your travel dates: The things you want to do in San Juan and your favourite season will help you decide when to get away.
- Plan your budget wisely: As well as the price of your stay, you should factor in other expenses too. These include transportation, flights and food. Also, set aside a little extra for unexpected expenses that could crop up during your trip to San Juan.
- Set the duration of your trip: Start by making a list of all the sights and activities you want to experience in San Juan. Then, estimate how long you'll need for each, as well as any travel time.
- Combine your accommodation and airfare: Once you've nailed down your dates and duration, lock in the right San Juan holiday package for you.