San Isidro Vacations from $590

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Your San Isidro Vacation

When a break in the city is calling, answer it with a San Isidro vacation package. The neighborhood of Flamenco, which is good for underwater activities, coastal beaches and nature, makes a fantastic base for your adventures. Fill your schedule with visits to Flamenco Beach, Culebrita Beach and Flamenco Peninsula, some of the things you should see during a trip to San Isidro. Browse Expedia's wide range of travel options and book your dream vacation to San Isidro now.

The Latest San Isidro vacation packages

Price found within the past 48 hours. Click for updated prices.
Mamacita's Guest House

Mamacita's Guest House

Culebra Pueblo
$590
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Culebra (CPX)
8.2/10 Very Good! (635 reviews)
Our stay here was great. The staff from the moment of check-in until our time to leave was helpful. The dinner and drinks were also very good and the attention of the staff was on point.

Reviewed on Sep 26, 2026

Las Quintas Reserve

Las Quintas Reserve

Save 100% on your flight
$2,150
per person
Nov 17 - Nov 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Culebra (CPX)
9.8/10 Exceptional! (27 reviews)
This property is amazing, great view, nice staff that are very responsive and includes breakfast every day!

Reviewed on Sep 9, 2026

Turtle Nest

Turtle Nest

Culebra Pueblo
$702
per person
Nov 17 - Nov 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Culebra (CPX)
No reviews
Villa Costera 904 Island Escapade Culebra

Villa Costera 904 Island Escapade Culebra

Villa Flamenco
$1,242
per person
Nov 17 - Nov 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Culebra (CPX)
No reviews
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Stay near popular San Isidro attractions

Playa Tortola

Why not spend a lazy afternoon at Playa Tortola during your trip to San Isidro?
See properties

Playa Cayo Norte

Why not spend a lazy afternoon at Playa Cayo Norte during your trip to San Isidro?
See properties

San Isidro Hotel Deals

Sea Gate Hotel

Sea Gate Hotel

Route 989 Km .04 Vieques
$108 nightly
$118 total
Oct 27 - Oct 28
Total with taxes and fees
Sea Gate Hotel
Old Crow Hotel and Suites

Old Crow Hotel and Suites

Barrio Florida, Carr.201 km 1.3 Vieques Puerto Rico
$104 nightly
$113 total
Sep 28 - Sep 29
Total with taxes and fees
Old Crow Hotel and Suites
Mamacita's Guest House

Mamacita's Guest House

Calle Castelar #64 Culebra
$133 nightly
$145 total
Oct 27 - Oct 28
Total with taxes and fees
8.2/10 Very Good! (643 reviews)
"Our stay here was great. The staff from the moment of check-in until our time to leave was helpful. The dinner and drinks were also very good and the attention of the staff was on point."

Reviewed on Sep 26, 2026

Mamacita's Guest House
See all 345 properties in San Isidro
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 the Best San Isidro Vacation Packages

San Isidro Essential Information

Language
Spanish
Currency
U.S dollars
Local Welcome
¡Hola!
Local Goodbye
Adiós
Closest Airport
Benjamin Rivera Noriega Airport (CPX)
Top Sights
Culebrita Beach, Carlos Rosario Beach and Playa Tortuga

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Frequently asked questions

How much does a San Isidro vacation package cost?
Offering great value package deals from $590 on Expedia, you'll be thrilled with how little a vacation to San Isidro costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to San Isidro?
You can usually find lower prices and greater availability in July, September and October. Browse our cheap San Isidro vacation packages and you could score some great off-season discounts.
How many days is enough for San Isidro?
The ideal duration of your San Isidro vacation depends on what you'd like to do and see. Generally, a few days to a week will give you enough time to check out all the main attractions and explore some hidden spots along the way.
How to find the best San Isidro package deals?
Begin your search for a San Isidro package deal by entering your destination and preferred travel dates under our "Packages" tab. Then select some filters, like "Property type" and "Guest rating," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the perfect San Isidro package deal right away, simply tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your San Isidro adventure underway.
Is it cheaper to book a San Isidro vacation as a package?
You can enjoy significant savings on your next San Isidro escape by booking a personalized vacation package. Click on the "Package" heading, then select your destination and travel dates to view the best hotel prices and airfares. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to San Isidro?
Secure incredible bargains by reserving your flights early with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for a spur-of-the-moment San Isidro break.
Does Expedia offer Book Now, Pay Later San Isidro vacation packages?
Your San Isidro getaway should be an escape from your busy life, not a source of money worries. So to give you that extra flexibility, we've partnered with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.