Search Deals onSkippers Vacation Packages
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Skippers Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Club Wyndham Kingsgate
Price was $393, price is now $265 per person
$265
per person
Nov 3 - Nov 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Stay at this 3-star family-friendly resort in Williamsburg. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Busch Gardens Williamsburg and Williamsburg Premium Outlets are located nearby.
Sanderling Resort Residences
Save 100% on your flight
Price was $3,037, price is now $1,752 per person
$1,752
per person
Nov 8 - Nov 12
found 1 hour ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
Stay at this 4-star beach resort in Kitty Hawk. Enjoy 2 outdoor pools, a full-service spa, and 2 restaurants. Popular attractions The Sanderling Spa and Nor'Banks Sailing are located nearby.
John Yancey Oceanfront Inn
Save 100% on your flight
Price was $781, price is now $497 per person
$497
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
Book a stay at this beach hotel in Kill Devil Hills. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Destination Fun and OBX Laser Tag are located nearby.
Beach Quarters Resort
Save 100% on your flight
Price was $468, price is now $309 per person
$309
per person
Nov 8 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
Book a stay at this beach hotel in Virginia Beach. Enjoy free WiFi, an outdoor pool, and a beach locale. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Virginia Beach Boardwalk and Sandbridge Beach are located nearby.
Linden Row Inn
Save 100% on your flight
Price was $445, price is now $298 per person
$298
per person
Nov 3 - Nov 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Stay at this 3-star historic hotel in Richmond. Enjoy free WiFi, a 24-hour front desk, and 2 meeting rooms. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Broad Street and Richmond Raceway are located nearby.
Boardwalk Resort and Villas
Price was $440, price is now $296 per person
$296
per person
Nov 8 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
Stay at this 3-star beach hotel in Virginia Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Virginia Beach Boardwalk and Ocean Breeze Waterpark are located nearby.
Griffin Hotel, an official Colonial Williamsburg Hotel
Save 100% on your flight
Price was $429, price is now $290 per person
$290
per person
Nov 3 - Nov 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Stay at this 3-star spa hotel in Williamsburg. Enjoy 3 outdoor pools, a full-service spa, and a golf course. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Busch Gardens Williamsburg and Water Country USA are located nearby.
The Colonies at Williamsburg
Save 100% on your flight
Price was $474, price is now $323 per person
$323
per person
Nov 3 - Nov 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Stay at this 3-star family-friendly hotel in Williamsburg. Enjoy free parking, an outdoor pool, and free water park access. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Williamsburg Premium Outlets and Bowlero Williamsburg are located nearby.
Skippers Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Skippers Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Tue, Sep 23 - Wed, Sep 24
MCO
Orlando Intl.
RIC
Richmond Intl.
$62 Roundtrip, found 4 days ago
$62
Roundtrip
found 4 days ago
Thu, Sep 4 - Sat, Sep 6
MCO
Orlando Intl.
ORF
Norfolk Intl.
$97 Roundtrip, found 3 days ago
$97
Roundtrip
found 3 days ago
Tue, Sep 23 - Thu, Sep 25
TPA
Tampa Intl.
ORF
Norfolk Intl.
$102 Roundtrip, found 1 hour ago
$102
Roundtrip
found 1 hour ago
Fri, Sep 26 - Mon, Sep 29
JAX
Jacksonville Intl.
ORF
Norfolk Intl.
$102 Roundtrip, found 12 hours ago
$102
Roundtrip
found 12 hours ago
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