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North Side Vacation Packages

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North Side Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Governors Village Seven Mile Beach Corridor

Governors Village Seven Mile Beach Corridor

3.5 out of 5
Save 100% on your flight
Price was $1,338, price is now $1,032 per person
$1,032
per person
Feb 26 - Mar 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Book a stay at this family-friendly apartment in Seven Mile Beach. Enjoy free parking, a 24-hour fitness center, and a garden. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.
Hotel Indigo Grand Cayman by IHG

Hotel Indigo Grand Cayman by IHG

4.5 out of 5
Save 100% on your flight
Price was $2,384, price is now $1,602 per person
$1,602
per person
Mar 16 - Mar 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Book a stay at this luxury hotel in Seven Mile Beach. Enjoy free WiFi, free valet parking, and 4 restaurants. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.
VIDA Cayman

VIDA Cayman

4 out of 5
Save 100% on your flight
Price was $1,573, price is now $1,162 per person
$1,162
per person
Feb 19 - Feb 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Book a stay at this beach hotel in West Bay. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Seven Mile Beach and Barker's National Park are located nearby.
Shangri-La Boutique Bed & Breakfast

Shangri-La Boutique Bed & Breakfast

4 out of 5
Price was $1,855, price is now $1,398 per person
$1,398
per person
Feb 15 - Feb 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Stay at this hotel in West Bay. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.
Sunshine Suites Resort

Sunshine Suites Resort

4 out of 5
Save 100% on your flight
Price was $2,081, price is now $1,584 per person
$1,584
per person
Mar 28 - Apr 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to George Town (GCM)
Book a stay at this beach hotel in Seven Mile Beach. Enjoy breakfast (surcharge), room service, and beach cabanas (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.
Hampton by Hilton Grand Cayman Seven Mile Beach

Hampton by Hilton Grand Cayman Seven Mile Beach

4 out of 5
Save 100% on your flight
Price was $1,646, price is now $1,259 per person
$1,259
per person
Mar 16 - Mar 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Stay at this resort in Seven Mile Beach. Enjoy free breakfast, free parking, and a beach locale. Our guests praise the breakfast and the pool in our reviews. Popular attractions Port of Georgetown and Seven Mile Beach are located nearby.
Club Suites at Rum Point

Club Suites at Rum Point

4 out of 5
Save 100% on your flight
Price was $3,817, price is now $2,959 per person
$2,959
per person
Feb 19 - Feb 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Book a stay at this beach hotel in North Side. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Rum Point Beach and Cayman Kai Public Beach are located nearby.
Compass Point Dive Resort

Compass Point Dive Resort

3.5 out of 5
Price was $2,435, price is now $1,904 per person
$1,904
per person
Feb 15 - Feb 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Book a stay at this beach resort in East End. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Popular attractions Wreck of the Ten Sails and East End Lighthouse are located nearby.

North Side Vacation Packages 3-4 Night Stays

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

VIDA Cayman

4 out of 5
Save 100% on your flight
Price was $1,573, price is now $1,162 per person
$1,162
per person
Feb 19 - Feb 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Hotel Indigo Grand Cayman by IHG

Hotel Indigo Grand Cayman by IHG

4.5 out of 5
Save 100% on your flight
Price was $2,052, price is now $1,329 per person
$1,329
per person
Mar 21 - Mar 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Club Suites at Rum Point

Club Suites at Rum Point

4 out of 5
Save 100% on your flight
Price was $2,981, price is now $2,310 per person
$2,310
per person
Mar 21 - Mar 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Luxury Penthouse Condo With 360 Oceanviews

Luxury Penthouse Condo With 360 Oceanviews

2 out of 5
Save 100% on your flight
Price was $8,983, price is now $7,126 per person
$7,126
per person
Mar 20 - Mar 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)

North Side Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Shangri-La Boutique Bed & Breakfast

Shangri-La Boutique Bed & Breakfast

4 out of 5
Price was $1,855, price is now $1,398 per person
$1,398
per person
Feb 15 - Feb 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Hotel Indigo Grand Cayman by IHG

Hotel Indigo Grand Cayman by IHG

4.5 out of 5
Save 100% on your flight
Price was $2,384, price is now $1,602 per person
$1,602
per person
Mar 16 - Mar 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
VIDA Cayman

VIDA Cayman

4 out of 5
Save 100% on your flight
Price was $1,887, price is now $1,435 per person
$1,435
per person
Feb 18 - Feb 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Sunshine Suites Resort

Sunshine Suites Resort

4 out of 5
Save 100% on your flight
Price was $2,081, price is now $1,584 per person
$1,584
per person
Mar 28 - Apr 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to George Town (GCM)

Top Flight Deals

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

JetBlue Airways
Tue, Feb 24 - Tue, Mar 3
PHL
Philadelphia Intl.
GCM
Owen Roberts Intl.
$246 Roundtrip, found 6 days ago
$246
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Tue, Feb 24 from Philadelphia Intl. to Owen Roberts Intl., returning Tue, Mar 3, priced at $246 found 6 days ago
Cayman Airways
Tue, May 19 - Tue, May 26
MIA
Miami Intl.
GCM
Owen Roberts Intl.
$247 Roundtrip, found 4 hours ago
$247
Roundtrip
found 4 hours ago
Select Cayman Airways flight, departing Tue, May 19 from Miami Intl. to Owen Roberts Intl., returning Tue, May 26, priced at $247 found 4 hours ago
United
Fri, Jan 16 - Sat, Jan 17
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
$289 Roundtrip, found 2 days ago
$289
Roundtrip
found 2 days ago
Select United flight, departing Fri, Jan 16 from Pearson Intl. to Owen Roberts Intl., returning Sat, Jan 17, priced at $289 found 2 days ago
Spirit Airlines
Sun, Jan 25 - Sun, Feb 1
BOS
Logan Intl.
GCM
Owen Roberts Intl.
$307 Roundtrip, found 3 days ago
$307
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Sun, Jan 25 from Logan Intl. to Owen Roberts Intl., returning Sun, Feb 1, priced at $307 found 3 days ago