San Juan Vacations from $431

Book a Hotel + Flight or Car together to unlock savings

Photo by Coby McNaughton

The Latest San Juan vacation packages

Price found within the past 48 hours. Click for updated prices.
Arenal Roca Suites

Arenal Roca Suites

3 out of 5
Price was $944, price is now $431 per person
$431
per person
Nov 1 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to San José (SJO)
8.6/10 Excellent! (34 reviews)
I am not sure it very far in on a dirt Road

Reviewed on Jul 3, 2025

Origins Lodge

Origins Lodge

4 out of 5
Price was $5,770, price is now $1,785 per person
$1,785
per person
Nov 15 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San José (SJO)
8.8/10 Excellent! (3 reviews)
Vista Suites at Parador

Vista Suites at Parador

2.5 out of 5
Price was $2,637, price is now $1,148 per person
$1,148
per person
Oct 2 - Oct 7
found 1 day ago
Roundtrip flight included
Miami (MIA) to San José (SJO)
No reviews
Si Como No Resort, Spa and Wildlife Refuge

Si Como No Resort, Spa and Wildlife Refuge

3.5 out of 5
Price was $2,163, price is now $954 per person
$954
per person
Oct 14 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San José (SJO)
9.4/10 Exceptional! (713 reviews)
The staff was wonderful

Reviewed on Aug 19, 2025

Corcovado Wilderness Lodge by SCP

Corcovado Wilderness Lodge by SCP

4.5 out of 5
Price was $5,834, price is now $2,777 per person
$2,777
per person
Nov 10 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to San José (SJO)
10/10 Exceptional! (2 reviews)
This hotel is amazing pure luxury set within wilderness. They made our family stay effortless.

Reviewed on Apr 24, 2025

Don't see what you're looking for?
See all available trips from Columbus to San Juan
View all trips

Discover the most popular places to visit in San Juan

San Jose showing mountains and forests

Central Park

4/5(115 reviews)

You can find out about the history of San José with a visit to Central Park. While you're in the area, wander around the parks.

Central Park
Autódromo

Parque Viva

4/5(3 reviews)

Learn about the events happening at Parque Viva during your trip to Guacima. Take in the festivals while you're in the area.

Parque Viva
The latest war facility in Costa Rica, ironically where the army wa abolished in 1948. #sky #clouds

National Museum of Costa Rica

4.5/5(148 reviews)

You can spend time studying the exhibits at National Museum of Costa Rica in San José. Discover the acclaimed art scene and shops in this vibrant area.

National Museum of Costa Rica

What to do in San Juan

Evening Tour Our Bus

Half-Day San Jose Evening Bus Tour with Dinner and Pickup

$78
per adult
90% of travellers recommend
Half-Day San Jose Evening Bus Tour with Dinner and Pickup
ISLA TORTUGA DESDE SAN JOSÉ

ISLA TORTUGA DESDE SAN JOSÉ

$135
per adult
98% of travellers recommend
ISLA TORTUGA DESDE SAN JOSÉ
Skip the Line:Day Ticket-La Paz Waterfall Gardens Nature Park & Wildlife Refuge

Skip the Line:Day Ticket-La Paz Waterfall Gardens Nature Park & Wildlife Refuge

$61
per adult
96% of travellers recommend
Skip the Line:Day Ticket-La Paz Waterfall Gardens Nature Park & Wildlife Refuge
See all activities in San Juan

San Juan Hotel Deals

Hampton by Hilton San Jose Airport

Hampton by Hilton San Jose Airport

3 out of 5
Hwy 1 Airport Blvd, Rio Segundo
Fully refundableReserve now, pay when you stay
$116 nightly
The price is $131 total per night from Sep 18 to Sep 19
$131 total
Sep 18 - Sep 19
Total with taxes and fees
Hampton by Hilton San Jose Airport
Barceló San José

Barceló San José

4 out of 5
Autopista General Canas 3km, El Robledal - La Uruca, San José, San Jose
Fully refundableReserve now, pay when you stay
$78 nightly
The price is $88 total per night from Sep 30 to Oct 1
$88 total
Sep 30 - Oct 1
Total with taxes and fees
Barceló San José
Country Inn & Suites by Radisson, San Jose Aeropuerto, Costa Rica

Country Inn & Suites by Radisson, San Jose Aeropuerto, Costa Rica

3.5 out of 5
Sobre Autopista General Cañas, Ulloa, Heredia
Fully refundableReserve now, pay when you stay
$68 nightly
The price is $77 total per night from Sep 14 to Sep 15
$77 total
Sep 14 - Sep 15
Total with taxes and fees
Country Inn & Suites by Radisson, San Jose Aeropuerto, Costa Rica
See all 1,588 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.

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How to find the best San Juan package deals?
Use Expedia's handy filters to 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 want to save, plan your trip for midweek, or browse for San Juan package deals in the low season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
When to book a vacation package to San Juan?
If you have your San Juan vacation dates finalized, book as early as you can to score some terrific deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are ideal for quick escapes.
How to plan a trip to San Juan?

  1. Choose when to travel: Check your schedule and pack your bags. Your preferred time of year and the activities available will also help you decide when to visit San Juan.
  2. Budget wisely: As well as the price of your stay, you'll need to factor in other expenses. These include flights, transportation and food. Also, put aside some extra funds for unexpected expenses that could arise during your trip to San Juan.
  3. Use Expedia's trip planning tool to discover San Juan: Research every aspect of your trip to San Juan with this comprehensive planner. Invite your friends and family to collaborate on a group trip, search for stays or things to do and make bookings.
  4. Work out your trip length: Consider how much time you want to spend exploring San Juan. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  5. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to find a San Juan vacation package that brings all your bookings together.
  6. Book activities and experiences ahead of time: Whether it's entrance to a major attraction or a day trip, you won't have to worry about missing out on San Juan's best offerings. Find all the incredible things to do in San Juan with our dedicated activity guide.

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