Vacations Close To Sky Sailing

Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*

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Sky Sailing Flight + Hotel packages

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

The Sofia Hotel

3.5 out of 5
Downtown San Diego
Save 100% on your flight
Price was $816, price is now $469 per person
$469
per person
Dec 10 - Dec 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)

Sand Castle Inn

Sand Castle Inn

2.5 out of 5
Save 100% on your flight
Price was $935, price is now $537 per person
$537
per person
Dec 10 - Dec 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)

Sentral Gaslamp Quarter

Sentral Gaslamp Quarter

3 out of 5
Downtown San Diego
Save 100% on your flight
Price was $1,077, price is now $650 per person
$650
per person
Dec 10 - Dec 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)

Hilton San Diego Gaslamp Quarter

Hilton San Diego Gaslamp Quarter

4 out of 5
Downtown San Diego
Save 100% on your flight
Price was $1,086, price is now $679 per person
$679
per person
Dec 10 - Dec 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)

Pacific View Inn

Pacific View Inn

2 out of 5
Pacific Beach
Save 100% on your flight
Price was $868, price is now $560 per person
$560
per person
Dec 10 - Dec 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)

The Guild Hotel, San Diego, A Tribute Portfolio Hotel by Marriott

The Guild Hotel, San Diego, A Tribute Portfolio Hotel by Marriott

4 out of 5
Downtown San Diego
Save 100% on your flight
Price was $1,205, price is now $786 per person
$786
per person
Dec 10 - Dec 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)

Estancia La Jolla Hotel & Spa

Estancia La Jolla Hotel & Spa

4 out of 5
La Jolla Farms
Save 100% on your flight
Price was $1,449, price is now $957 per person
$957
per person
Dec 10 - Dec 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)

Margaritaville Hotel San Diego Gaslamp Quarter

Margaritaville Hotel San Diego Gaslamp Quarter

4 out of 5
Downtown San Diego
Save 100% on your flight
Price was $1,067, price is now $714 per person
$714
per person
Nov 20 - Nov 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)

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Best Lodging Options Near Sky Sailing

Apple Tree Inn

Apple Tree Inn

2 out of 5
4360 Highway 78, Julian, CA
21.21 km from Sky Sailing
Stay at this motel in Julian. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Julian Lodge

Julian Lodge

2 out of 5
2720 C Street Julian CA, Julian, CA
23.87 km from Sky Sailing
Stay at this hotel in Julian. Enjoy free WiFi, parking (surcharge), and daily housekeeping. Popular attractions Julian Historical Society and Julian Pioneer ...
Orchard Hill

Orchard Hill

3 out of 5
2502 Washington St, Julian, CA
23.5 km from Sky Sailing
Stay at this 3-star hotel in Julian. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. ...
Julian Gold Rush Hotel

Julian Gold Rush Hotel

2.5 out of 5
2032 Main Street, Julian, CA
23.78 km from Sky Sailing
Stay at this B&B in Julian. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
Palm Canyon Hotel & RV Resort

Palm Canyon Hotel & RV Resort

3.5 out of 5
221 Palm Canyon Drive, Borrego Springs, CA
25.01 km from Sky Sailing
Stay at this 3.5-star motel in Borrego Springs. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
Harrah's Resort Southern California - A Caesars Rewards Destination

Harrah's Resort Southern California - A Caesars Rewards Destination

3.5 out of 5
777 Harrah's Rincon Way, Funner, CA
26.96 km from Sky Sailing
Stay at this 3.5-star spa resort in Funner. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in ...
Tucker Peak Lodge

Tucker Peak Lodge

2.5 out of 5
3975 Eagle Peak Road, Julian, CA
25.78 km from Sky Sailing
Stay at this lodge in Julian. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Julian Pioneer Museum and Julian Historical Society ...
Borrego Valley Inn

Borrego Valley Inn

4 out of 5
405 Palm Canyon Drive, Borrego Springs, CA
25.86 km from Sky Sailing
Stay at this 4-star B&B in Borrego Springs. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the breakfast in our reviews. Popular attractions ...
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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.