Segunda Vacation Packages 2026 from $643

Your Segunda Vacation

Your next big adventure is calling out to you with a vacation package to Segunda. Relaxation, entertainment and good times — you're bound to find it in this neighborhood. Want to explore the sights during your trip to Segunda? Be sure to check out nearby attractions such as Dorado Del Mar, Reserva Natural Playa Grande - El Paraiso and Costa Dorado Beach. Expedia will help put your travel plans into action. Book your ultimate Segunda vacation today.

The Latest Segunda Vacation Packages

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

Ola Boutique Hotel

Condado

Save 100% on your flight

$643

per person

Mar 17 - Mar 22

found 2 days ago

Roundtrip flight included

Boston (BOS) to San Juan (SJU)

9.2/10 Wonderful! (589 reviews)

The room is HUGE. Great location! Breakfast was delicious. Wonderful stay

Reviewed on Jan 10, 2026

Dorado Beach 5 Bedroom Villa

Higuillar

$1,465

per person

Mar 14 - Mar 19

found 11 hours ago

Roundtrip flight included

Boston (BOS) to San Juan (SJU)

10/10 Exceptional! (1 review)

Space, location, private accommodations, modern kitchen, washer dryer

Reviewed on Nov 27, 2025

Isla Verde Beachfront Retreat With Parking

Isla Verde

$987

per person

Apr 1 - Apr 7

found 1 day ago

Roundtrip flight included

Boston (BOS) to San Juan (SJU)

No reviews

Fortaleza Suites

Old San Juan

Save 100% on your flight

$682

per person

Apr 2 - Apr 8

found 2 days ago

Roundtrip flight included

Boston (BOS) to San Juan (SJU)

9/10 Wonderful! (1,175 reviews)

The place was nice and cozy. It is around night life so you can hear the music from the too bedroom. Other than that the place was clean, well organized and charming.

Reviewed on Jan 10, 2026

El Colonial - Adults Only

Old San Juan

Save 100% on your flight

$874

per person

Apr 2 - Apr 8

found 2 days ago

Roundtrip flight included

Boston (BOS) to San Juan (SJU)

9.4/10 Exceptional! (1,399 reviews)

amazing staff, beautiful building, comfortable beds

Reviewed on Jan 8, 2026

Where to stay in Segunda

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

Old San Juan

4.5/5(354 area reviews)

The fascinating museums and captivating waterfront views are top of the list for many visitors to Old San Juan. A stop by Port of San Juan or Pier 4 might round out your trip.

Segunda Hotel Deals

Hyatt Vacation Club at Hacienda del Mar, Dorado

301 Hwy 693 Vega Alta

Fully refundable

$218 nightly

$237 total

Jan 26 - Jan 27

Total with taxes and fees

9.2/10 Wonderful! (3,071 reviews)

Clean rooms and friendly staff

Reviewed on Jan 6, 2026

Caribe Hilton

1 San Geronimo Street San Juan

Fully refundableReserve now, pay when you stay

$364 nightly

$396 total

Jan 26 - Jan 27

Total with taxes and fees

8.4/10 Very Good! (2,509 reviews)

We booked a garden view and ended up with a hideous view of a roof, no garden in sight. The shower wa sbarely warm on a good day. The staff were great and I loved the beach and the pools, but I would not recommend the room we had to anyone.

Reviewed on Jan 6, 2026

La Concha Resort, Puerto Rico, Autograph Collection

1077 Ashford Ave Condado San Juan

Fully refundableReserve now, pay when you stay

$498 nightly

$552 total

Feb 8 - Feb 9

Total with taxes and fees

9/10 Wonderful! (2,352 reviews)

Great location

Reviewed on Jan 9, 2026

See all 3,615 properties in Segunda

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.