Exclusive Sky Sailing Vacation Deals

Sky Sailing vacation package deals

Price found within the past 48 hours. Click for updated prices.
Paradise Point Resort & Spa

Paradise Point Resort & Spa

4 out of 5
Mission Bay
Price was CA $1,176, price is now CA $750 per person
CA $750
per person
Mar 6 - Mar 10
found 1 day ago
Roundtrip flight included
Winnipeg (YWG) to San Diego (SAN)
Book a stay at this beach resort in San Diego. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Mission Bay and Port of San Diego are located nearby.
The Sofia Hotel

The Sofia Hotel

3.5 out of 5
Downtown San Diego
Price was CA $1,450, price is now CA $867 per person
CA $867
per person
Mar 6 - Mar 10
found 1 day ago
Roundtrip flight included
Winnipeg (YWG) to San Diego (SAN)
Book a stay at this historic hotel in San Diego. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Port of San Diego and Petco Park are located nearby.
Margaritaville Hotel San Diego Gaslamp Quarter

Margaritaville Hotel San Diego Gaslamp Quarter

4 out of 5
Downtown San Diego
Price was CA $1,337, price is now CA $895 per person
CA $895
per person
Mar 6 - Mar 10
found 1 day ago
Roundtrip flight included
Winnipeg (YWG) to San Diego (SAN)
Stay at this hotel in San Diego. Enjoy a rooftop terrace, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Petco Park and Port of San Diego are located nearby.
La Casa Del Zorro Resort & Spa

La Casa Del Zorro Resort & Spa

4 out of 5
Price was CA $2,051, price is now CA $1,391 per person
CA $1,391
per person
Mar 3 - Mar 8
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YYZ) to San Diego (SAN)
Book a stay at this spa hotel in Borrego Springs. Enjoy free WiFi, free parking, and 5 outdoor pools. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Anza Borrego Desert State Park and RoadRunner Golf & Country Club are located nearby.
Park Hyatt Aviara Resort, Golf Club & Spa

Park Hyatt Aviara Resort, Golf Club & Spa

5 out of 5
Aviara
Price was CA $2,275, price is now CA $1,603 per person
CA $1,603
per person
Mar 16 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to San Diego (SAN)
Book a stay at this luxury resort in Carlsbad. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the room service in our reviews. Popular attractions LEGOLAND® California and Moonlight State Beach are located nearby.
Los Bungalows

Los Bungalows

2.5 out of 5
Price was CA $1,094, price is now CA $779 per person
CA $779
per person
Mar 6 - Mar 10
found 1 day ago
Roundtrip flight included
Winnipeg (YWG) to San Diego (SAN)
Book a stay at this beach motel in Imperial Beach. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the helpful staff in our reviews. Popular attractions Las Americas Premium Outlets and Imperial Beach are located nearby.

Frequently asked questions

How much are vacation packages to Sky Sailing?
If you'd like to enjoy stress-free planning and big savings, our CA $750 Sky Sailing vacation package has got you covered. With your hotel and flights sorted, organizing your getaway around this fabulous attraction is easier than ever.
Where can I get the best vacation package deals for Sky Sailing?
Travelocity will be able to help you snag a terrific Sky Sailing package deal. With no less than 400 partner airlines and 665,000 properties across the globe, you're bound to find the perfect mix.
Why should I purchase my Sky Sailing vacation bundle with Travelocity?
Because life is an amazing journey, and we've got all you need to get you on your way. With our top-quality service and Price Match Guarantee, you can book your trip with confidence. Plus, you can sleep easy while you're on the road knowing we're always available to chat via our 24/7 support.
Can I go on vacation to Sky Sailing at this time?
Travelocity has the local know-how to help make your getaway dreams a reality, so before arranging your trip to Sky Sailing, read through our Covid-19 Travel Advisor. Here you'll discover up-to-date info on quarantine policies, travel restrictions and other important advice.

Top Sky Sailing hotel deals

# 9. The Zen Den - Modern Cabin W/ Large Porch in Woods

# 9. The Zen Den - Modern Cabin W/ Large Porch in Woods

Santa Ysabel CA
The price is CA $188 per night
CA $188
CA $313 total
Feb 10 - Feb 11
includes taxes & fees
Stay at this cabin in Pauma Valley. Enjoy balconies, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Lake Henshaw and Warner-Carrillo Ranch House are located nearby.
Kitchen
Pet-friendly
Apple Tree Inn

Apple Tree Inn

2 out of 5
4360 Highway 78 Julian CA
Free cancellation
The price is CA $184 per night
CA $184
CA $199 total
Jan 29 - Jan 30
includes taxes & fees
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. Popular attractions Inaja Memorial Park and Menghini Winery are located nearby.
Pet-friendly
Parking included
Julian Lodge

Julian Lodge

2 out of 5
2720 C Street Julian CA Julian CA
Free cancellation
Reserve now, pay when you stay
The price is CA $150 per night
CA $150
CA $162 total
Jan 20 - Jan 21
includes taxes & fees
Stay at this hotel in Julian. Enjoy free WiFi, parking (surcharge), and daily housekeeping. Popular attractions Julian Historical Society and Julian Pioneer Museum are located nearby.
Pet-friendly
Free WiFi
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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.

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