A beach with clear turquoise water, a sandy shore, and a city skyline with tall buildings including a Marriott hotel.

San Juan Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to NZ$2,400 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Our guide on where to stay in San Juan

Find the best San Juan areas for the activities you enjoy most.

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.

Isla Verde

Golden sands and turquoise waters define Isla Verde, a lively beach community minutes from San Juan. Resort towers line the shore where casinos and beachfront bars create a festive atmosphere. The pristine beaches offer water sports by day and tropical cocktails at sunset. Visitors enjoy easy access to authentic Puerto Rican flavours at nearby Piñones. Both luxury resorts and boutique hotels provide oceanfront relaxation with spectacular views. The neighborhood's proximity to the airport makes it an ideal tropical getaway.

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.

Frequently Asked Questions

How much does a San Juan holiday package cost?

Offering excellent value package deals on Expedia, you'll be thrilled with how little a holiday to San Juan costs! Our packages make travel planning easier and your savings go further.

What are the cheapest months to go to San Juan?

You can typically find lower rates and better availability in September, October and November. Explore our cheap San Juan holiday packages and you could score some excellent off-season deals.

How many days is enough for San Juan?

To get the most out of a San Juan holiday, we suggest booking for 3 days. Split your time between discovering Casa Bacardi, Museo de Arte de Puerto Rico and other well-known attractions, in addition to exploring neighbourhoods like Santurce and Isla Verde. If you've got some spare time, include a day trip in your San Juan holiday itinerary.

Is it worth booking a holiday package to San Juan?

San Juan is a good holiday destination with attractions like Condado Beach among the many things to keep you entertained. Whether you're travelling with the family or planning a trip with friends, a San Juan holiday promises a good time for everyone.

How to find the best San Juan package deals?

Use Expedia's filters to help you find some terrific San Juan package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or look for San Juan package deals in the low season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your holiday package as early as possible.

Is it cheaper to book a San Juan holiday as a package?

You can enjoy significant savings on your next San Juan retreat by booking a personalised holiday package. Click on the "Package" heading, then select your travel dates and destination to see the best hotel prices and airfares. Bundling can save travellers 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 planning an impromptu San Juan getaway, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can score sensational deals on your flights and hotels by booking well in advance.

How to plan a trip to San Juan?

  1. Pick your travel dates: The things you plan to do in San Juan and your favourite season can help you decide when to go.
  2. Budget wisely: On top of the price of your hotel, you'll need to factor in other expenses. These include transportation, food and flights. Also, set aside a little extra for unexpected costs that could crop up during your trip to San Juan.
  3. Decide how many days away: Start by making a list of all the attractions you'd like to get to in San Juan. Then, estimate how long you'll need for each, including any travel time.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to choose a San Juan holiday 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.