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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.
The Reef Beach Resort, East End, Grand Cayman

The Reef Beach Resort, East End, Grand Cayman

3.5 out of 5
Price was $1,557, price is now $1,069 per person
$1,069
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to George Town (GCM)
Book a stay at this beach aparthotel in East End. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Colliers Public Beach and Barefoot Beach are located nearby.
Property was so amazing and definitely will go back

Reviewed on Sep 6, 2026

Black Urchin

Black Urchin

4.5 out of 5
Save 100% on your flight
Price was $6,518, price is now $4,394 per person
$4,394
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to George Town (GCM)
Book a stay at this luxury hotel in Bodden Town. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attractions Grand Cayman Beaches and Boddentown Art Shop are located nearby.

Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

5 out of 5
Price was $2,216, price is now $1,594 per person
$1,594
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to George Town (GCM)
Book a stay at this luxury hotel in Seven Mile Beach. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.
Everything was wonderful!

Reviewed on Sep 8, 2026

Point West Premier Rentals

Point West Premier Rentals

4 out of 5
Price was $1,602, price is now $1,201 per person
$1,201
per person
Nov 19 - Nov 22
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to George Town (GCM)
Stay at this aparthotel in West Bay. Enjoy free WiFi, free parking, and a rooftop terrace. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.

The Westin Grand Cayman Seven Mile Beach Resort & Spa

The Westin Grand Cayman Seven Mile Beach Resort & Spa

4.5 out of 5
Price was $1,806, price is now $1,380 per person
$1,380
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to George Town (GCM)
Book a stay at this luxury resort in Seven Mile Beach. Enjoy free parking, a full-service spa, and 6 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.
Staff was amazing, the property could use some TLC.

Reviewed on Sep 9, 2026

Cocoplum 10 in George Town

Cocoplum 10 in George Town

2 out of 5
Save 100% on your flight
Price was $3,640, price is now $2,783 per person
$2,783
per person
Nov 18 - Nov 23
found 1 day ago
Roundtrip flight included
Miami (MIA) to George Town (GCM)
Book a stay at this beach apartment in Seven Mile Beach. Enjoy free parking, a beach locale, and a garden. Popular attractions Port of Georgetown and Seven Mile Beach are located nearby.

Morritts Tortuga Club

Morritts Tortuga Club

3.5 out of 5
Price was $1,789, price is now $1,386 per person
$1,386
per person
Nov 19 - Nov 22
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to George Town (GCM)
Book a stay at this beach hotel in East End. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Colliers Public Beach and Wreck of the Ten Sails are located nearby.

Governors Village Seven Mile Beach Corridor

Governors Village Seven Mile Beach Corridor

3.5 out of 5
Price was $1,686, price is now $1,312 per person
$1,312
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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 2 meeting rooms. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.
Close to 7 mile beach, property was clean, a nice pool.

Reviewed on Sep 7, 2026

North Side Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Reef Beach Resort, East End, Grand Cayman

The Reef Beach Resort, East End, Grand Cayman

3.5 out of 5
Price was $1,557, price is now $1,069 per person
$1,069
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to George Town (GCM)
Black Urchin

Black Urchin

4.5 out of 5
Save 100% on your flight
Price was $6,518, price is now $4,394 per person
$4,394
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to George Town (GCM)
Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

5 out of 5
Price was $2,216, price is now $1,594 per person
$1,594
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to George Town (GCM)
Point West Premier Rentals

Point West Premier Rentals

4 out of 5
Northwest Point
Price was $1,602, price is now $1,201 per person
$1,201
per person
Nov 19 - Nov 22
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to George Town (GCM)

North Side Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Reef Beach Resort, East End, Grand Cayman

The Reef Beach Resort, East End, Grand Cayman

3.5 out of 5
Save 100% on your flight
Price was $1,327, price is now $718 per person
$718
per person
Oct 15 - Oct 20
found 1 day ago
Roundtrip flight included
Miami (MIA) to George Town (GCM)
Point West Premier Rentals

Point West Premier Rentals

4 out of 5
Northwest Point
Save 100% on your flight
Price was $1,848, price is now $1,141 per person
$1,141
per person
Nov 18 - Nov 23
found 1 day ago
Roundtrip flight included
Miami (MIA) to George Town (GCM)
Black Urchin

Black Urchin

4.5 out of 5
Save 100% on your flight
Price was $7,605, price is now $4,985 per person
$4,985
per person
Oct 15 - Oct 20
found 1 day ago
Roundtrip flight included
Miami (MIA) to George Town (GCM)
Governors Village Seven Mile Beach Corridor

Governors Village Seven Mile Beach Corridor

3.5 out of 5
Save 100% on your flight
Price was $1,229, price is now $858 per person
$858
per person
Nov 18 - Nov 23
found 1 day ago
Roundtrip flight included
Miami (MIA) to George Town (GCM)

Top Flight Deals

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

Air Canada
Sat, Oct 10 - Sat, Oct 24
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
$245 Roundtrip, just found
$245
Roundtrip
just found
Select Air Canada flight, departing Sat, Oct 10 from Pearson Intl. to Owen Roberts Intl., returning Sat, Oct 24, priced at $245 just found
Cayman Airways
Sat, Jul 10 - Mon, Jul 12
MIA
Miami Intl.
GCM
Owen Roberts Intl.
$287 Roundtrip, found 3 days ago
$287
Roundtrip
found 3 days ago
Select Cayman Airways flight, departing Sat, Jul 10 from Miami Intl. to Owen Roberts Intl., returning Mon, Jul 12, priced at $287 found 3 days ago
Air Canada
Thu, Sep 17 - Mon, Sep 21
LGA
LaGuardia
GCM
Owen Roberts Intl.
$374 Roundtrip, found 1 day ago
$374
Roundtrip
found 1 day ago
Select Air Canada flight, departing Thu, Sep 17 from LaGuardia to Owen Roberts Intl., returning Mon, Sep 21, priced at $374 found 1 day ago
American Airlines
Mon, Oct 5 - Fri, Oct 9
EWR
Newark Liberty Intl. Airport
GCM
Owen Roberts Intl.
$435 Roundtrip, found 3 days ago
$435
Roundtrip
found 3 days ago
Select American Airlines flight, departing Mon, Oct 5 from Newark Liberty Intl. Airport to Owen Roberts Intl., returning Fri, Oct 9, priced at $435 found 3 days ago