Cheap Vacations in San Sebastian

Choose two or more items and save on your trip:

3-night San Sebastian vacations

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

ESJ Beach Hotel

3.5 out of 5
Save 100% on your flight
Price was $588, price is now $380 per person
$380
per person
Jan 20 - Jan 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Dorado Beach 5 Bedroom Villa

Dorado Beach 5 Bedroom Villa

3.5 out of 5
Price was $1,746, price is now $862 per person
$862
per person
Feb 8 - Feb 11
found 6 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
Hyatt Regency Grand Reserve Puerto Rico

Hyatt Regency Grand Reserve Puerto Rico

4 out of 5
Save 100% on your flight
Price was $1,039, price is now $628 per person
$628
per person
Jan 20 - Jan 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
The Oliver Hotel

The Oliver Hotel

3 out of 5
Save 100% on your flight
Price was $646, price is now $402 per person
$402
per person
Jan 20 - Jan 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Hyatt Vacation Club at Hacienda del Mar, Dorado

Hyatt Vacation Club at Hacienda del Mar, Dorado

3.5 out of 5
Save 100% on your flight
Price was $749, price is now $475 per person
$475
per person
Jan 20 - Jan 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Aire de O:live

Aire de O:live

4 out of 5
Save 100% on your flight
Price was $1,630, price is now $1,056 per person
$1,056
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
La Playita

La Playita

3 out of 5
Save 100% on your flight
Price was $612, price is now $417 per person
$417
per person
Jan 20 - Jan 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Urbana Hotel

Urbana Hotel

2 out of 5
Save 100% on your flight
Price was $592, price is now $404 per person
$404
per person
Feb 7 - Feb 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Romeo Gay Hotel

Romeo Gay Hotel

4 out of 5
Save 100% on your flight
Price was $603, price is now $413 per person
$413
per person
Feb 7 - Feb 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Fortaleza Suites

Fortaleza Suites

3.5 out of 5
Price was $821, price is now $568 per person
$568
per person
Feb 6 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
The Condado Plaza Hotel

The Condado Plaza Hotel

4 out of 5
Save 100% on your flight
Price was $726, price is now $504 per person
$504
per person
Jan 20 - Jan 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Hotel Puerto Valdes

Hotel Puerto Valdes

4 out of 5
Save 100% on your flight
Price was $656, price is now $456 per person
$456
per person
Jan 20 - Jan 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)

4-night San Sebastian vacations

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

ESJ Beach Hotel

3.5 out of 5
Save 100% on your flight
Price was $795, price is now $496 per person
$496
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
The Oliver Hotel

The Oliver Hotel

3 out of 5
Save 100% on your flight
Price was $974, price is now $497 per person
$497
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Aire de O:live

Aire de O:live

4 out of 5
Save 100% on your flight
Price was $1,653, price is now $920 per person
$920
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Dorado Beach 5 Bedroom Villa

Dorado Beach 5 Bedroom Villa

3.5 out of 5
Save 100% on your flight
Price was $2,238, price is now $1,254 per person
$1,254
per person
Jan 31 - Feb 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Hotel Puerto Valdes

Hotel Puerto Valdes

4 out of 5
Price was $1,277, price is now $779 per person
$779
per person
Feb 10 - Feb 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Hyatt Vacation Club at Hacienda del Mar, Dorado

Hyatt Vacation Club at Hacienda del Mar, Dorado

3.5 out of 5
Save 100% on your flight
Price was $1,091, price is now $666 per person
$666
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
La Playita

La Playita

3 out of 5
Save 100% on your flight
Price was $806, price is now $535 per person
$535
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Las Casitas Village at El Conquistador

Las Casitas Village at El Conquistador

4.5 out of 5
Price was $1,992, price is now $1,341 per person
$1,341
per person
Feb 10 - Feb 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Hyatt Regency Grand Reserve Puerto Rico

Hyatt Regency Grand Reserve Puerto Rico

4 out of 5
Save 100% on your flight
Price was $1,611, price is now $1,104 per person
$1,104
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Casa Ciana

Casa Ciana

3.5 out of 5
Save 100% on your flight
Price was $1,138, price is now $783 per person
$783
per person
Feb 6 - Feb 10
found 17 hours ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only)

Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only)

4 out of 5
Save 100% on your flight
Price was $1,842, price is now $1,278 per person
$1,278
per person
Feb 12 - Feb 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
The Condado Plaza Hotel

The Condado Plaza Hotel

4 out of 5
Save 100% on your flight
Price was $955, price is now $682 per person
$682
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)

5-night San Sebastian vacations

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

Urbana Hotel

2 out of 5
Save 100% on your flight
Price was $939, price is now $497 per person
$497
per person
Jan 30 - Feb 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
The Oliver Hotel

The Oliver Hotel

3 out of 5
Save 100% on your flight
Price was $1,099, price is now $537 per person
$537
per person
Jan 30 - Feb 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Aire de O:live

Aire de O:live

4 out of 5
Price was $1,936, price is now $1,059 per person
$1,059
per person
Jan 29 - Feb 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only)

Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only)

4 out of 5
Save 100% on your flight
Price was $2,111, price is now $1,182 per person
$1,182
per person
Jan 28 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Romeo Gay Hotel

Romeo Gay Hotel

4 out of 5
Save 100% on your flight
Price was $958, price is now $540 per person
$540
per person
Jan 30 - Feb 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Hyatt Vacation Club at Hacienda del Mar, Dorado

Hyatt Vacation Club at Hacienda del Mar, Dorado

3.5 out of 5
Save 100% on your flight
Price was $1,341, price is now $790 per person
$790
per person
Jan 30 - Feb 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Fortaleza Suites

Fortaleza Suites

3.5 out of 5
Save 100% on your flight
Price was $1,453, price is now $863 per person
$863
per person
Feb 12 - Feb 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Old San Juan Rentals

Old San Juan Rentals

3.5 out of 5
Save 100% on your flight
Price was $2,347, price is now $1,406 per person
$1,406
per person
Feb 12 - Feb 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
ESJ Beach Hotel

ESJ Beach Hotel

3.5 out of 5
Save 100% on your flight
Price was $920, price is now $552 per person
$552
per person
Jan 30 - Feb 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
The Tryst Beachfront Hotel

The Tryst Beachfront Hotel

3.5 out of 5
Save 100% on your flight
Price was $1,144, price is now $690 per person
$690
per person
Jan 30 - Feb 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
Placid Suites

Placid Suites

3 out of 5
Save 100% on your flight
Price was $1,195, price is now $762 per person
$762
per person
Jan 20 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
La Playita

La Playita

3 out of 5
Save 100% on your flight
Price was $939, price is now $603 per person
$603
per person
Jan 30 - Feb 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)

6-7 night San Sebastian vacations

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

San Agustin Apartments

3 out of 5
Save 100% on your flight
Price was $978, price is now $545 per person
$545
per person
Jan 26 - Feb 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
The Oliver Hotel

The Oliver Hotel

3 out of 5
Price was $1,415, price is now $656 per person
$656
per person
Jan 26 - Feb 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Hotel Puerto Valdes

Hotel Puerto Valdes

4 out of 5
Price was $1,580, price is now $744 per person
$744
per person
Feb 7 - Feb 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Placid Suites

Placid Suites

3 out of 5
Price was $1,475, price is now $729 per person
$729
per person
Feb 2 - Feb 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Urbana Hotel

Urbana Hotel

2 out of 5
Save 100% on your flight
Price was $1,210, price is now $607 per person
$607
per person
Jan 26 - Feb 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Fortaleza Suites

Fortaleza Suites

3.5 out of 5
Price was $1,233, price is now $637 per person
$637
per person
Feb 4 - Feb 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Aire de O:live

Aire de O:live

4 out of 5
Price was $2,596, price is now $1,379 per person
$1,379
per person
Jan 26 - Feb 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
OLV Fifty Five - Adults Only

OLV Fifty Five - Adults Only

4.5 out of 5
Price was $2,314, price is now $1,242 per person
$1,242
per person
Feb 4 - Feb 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Romeo Gay Hotel

Romeo Gay Hotel

4 out of 5
Save 100% on your flight
Price was $1,237, price is now $666 per person
$666
per person
Jan 26 - Feb 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
Old San Juan Rentals

Old San Juan Rentals

3.5 out of 5
Price was $2,904, price is now $1,600 per person
$1,600
per person
Feb 6 - Feb 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
The Tryst Beachfront Hotel

The Tryst Beachfront Hotel

3.5 out of 5
Save 100% on your flight
Price was $1,572, price is now $902 per person
$902
per person
Feb 4 - Feb 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
ESJ Beach Hotel

ESJ Beach Hotel

3.5 out of 5
Save 100% on your flight
Price was $1,193, price is now $686 per person
$686
per person
Jan 26 - Feb 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)

Flight deals to San Sebastian

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Thu, Jan 8 - Fri, Jan 16
MIA
Miami
SJU
San Juan
$84 Roundtrip, found 1 day ago
$84
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Jan 8 from Miami to San Juan, returning Fri, Jan 16, priced at $84 found 1 day ago
Thu, Jan 8 - Sat, Jan 10
FLL
Fort Lauderdale
SJU
San Juan
$96 Roundtrip, found 1 day ago
$96
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Jan 8 from Fort Lauderdale to San Juan, returning Sat, Jan 10, priced at $96 found 1 day ago
Tue, Jan 20 - Tue, Feb 10
EWR
New York
SJU
San Juan
$100 Roundtrip, found 1 day ago
$100
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Jan 20 from New York to San Juan, returning Tue, Feb 10, priced at $100 found 1 day ago

Top rated hotels for your San Sebastian vacation

San Sebastian Bed & Breakfast

San Sebastian Bed & Breakfast

3.5 out of 5
Calle Andres Mendez Liciaga #21 San Sebastian
1.52 mi from city center
Get rates
With a stay at San Sebastian Bed & Breakfast in San Sebastian, you'll be within a 5-minute walk of Iglesia San Sebastián Mártir and Aventuras Borinken.
Breakfast included
Parking included
Holiday Inn Mayaguez and Tropical Casino by IHG

Holiday Inn Mayaguez and Tropical Casino by IHG

3.5 out of 5
2701 Highway #2 Hostos Avenue Mayagüez
13.75 mi from city center
$135 nightly
The price is $150 total per night
$150 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
When you stay at Holiday Inn Mayaguez and Tropical Casino by IHG in Mayagüez, you'll be in a shopping district, you'll be a 6-minute drive from University of Puerto Rico Mayagüez Campus.
Pool
Parking included
Costa Bahia Hotel & Convention Center

Costa Bahia Hotel & Convention Center

3.5 out of 5
Exit 205 Road 127 Km 8.6 Guayanilla
23.23 mi from city center
$134 nightly
The price is $149 total per night
$149 total
Dec 22 - Dec 23
Total with taxes and fees
Located in Guayanilla, Costa Bahia Hotel & Convention Center is connected to the convention center, within a 15-minute drive of Guayanilla Bay and Guanica State Forest.
Pool
Breakfast included
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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.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.