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Grand Cayman Vacation Packages

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Grand Cayman Flight + Hotel Packages

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 $1,232, price is now $965 per person
$965
per person
Apr 16 - Apr 20
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.
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 $1,490 per person
$1,490
per person
Apr 16 - Apr 20
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.
The Westin Grand Cayman Seven Mile Beach Resort & Spa

The Westin Grand Cayman Seven Mile Beach Resort & Spa

4.5 out of 5
Save 100% on your flight
Price was $4,364, price is now $3,171 per person
$3,171
per person
Apr 16 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
Club Suites at Rum Point

Club Suites at Rum Point

4 out of 5
Save 100% on your flight
Price was $2,986, price is now $2,214 per person
$2,214
per person
Apr 16 - Apr 20
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.
Wyndham Reef Resort Grand Cayman

Wyndham Reef Resort Grand Cayman

3.5 out of 5
Price was $2,581, price is now $1,919 per person
$1,919
per person
May 27 - Jun 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Book a stay at this beach condo 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.
Ocean Paradise

Ocean Paradise

4 out of 5
Price was $3,348, price is now $2,502 per person
$2,502
per person
May 27 - Jun 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Book a stay at this beach vacation home in North Side. Enjoy free WiFi, free parking, and a garden. Popular attractions Cayman Kai Public Beach and Star Fish Point are located nearby.
Lighthouse Point Residences

Lighthouse Point Residences

3.5 out of 5
Save 100% on your flight
Price was $2,229, price is now $1,764 per person
$1,764
per person
Apr 25 - Apr 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Stay at this condo in West Bay. Enjoy free WiFi, free parking, and furnished balconies. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.
Seabreeze 8 - Luxury 4-bedroom on Seven Mile Beach

Seabreeze 8 - Luxury 4-bedroom on Seven Mile Beach

2.5 out of 5
Price was $5,796, price is now $4,673 per person
$4,673
per person
Apr 19 - Apr 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Stay at this apartment in Seven Mile Beach. Enjoy free parking, a beach locale, and a garden. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.

Grand Cayman 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
Price was $1,578, price is now $1,168 per person
$1,168
per person
Apr 27 - May 1
found 2 hours 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 $1,490 per person
$1,490
per person
Apr 16 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
The Westin Grand Cayman Seven Mile Beach Resort & Spa

The Westin Grand Cayman Seven Mile Beach Resort & Spa

4.5 out of 5
Save 100% on your flight
Price was $4,364, price is now $3,171 per person
$3,171
per person
Apr 16 - Apr 20
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 $2,986, price is now $2,214 per person
$2,214
per person
Apr 16 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)

Grand Cayman Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Wyndham Reef Resort Grand Cayman

Wyndham Reef Resort Grand Cayman

3.5 out of 5
Price was $1,958, price is now $1,307 per person
$1,307
per person
Apr 20 - Apr 26
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 $3,605, price is now $2,170 per person
$2,170
per person
Apr 20 - Apr 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
The Westin Grand Cayman Seven Mile Beach Resort & Spa

The Westin Grand Cayman Seven Mile Beach Resort & Spa

4.5 out of 5
Save 100% on your flight
Price was $4,748, price is now $3,188 per person
$3,188
per person
Apr 20 - Apr 26
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 $4,374, price is now $3,196 per person
$3,196
per person
Apr 20 - Apr 26
found 1 day ago
Roundtrip non-stop 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.

United
Sat, Apr 11 - Tue, Apr 21
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
$294 Roundtrip, found 5 days ago
$294
Roundtrip
found 5 days ago
Select United flight, departing Sat, Apr 11 from Pearson Intl. to Owen Roberts Intl., returning Tue, Apr 21, priced at $294 found 5 days ago
United
Mon, Apr 27 - Tue, May 12
BOS
Logan Intl.
GCM
Owen Roberts Intl.
$303 Roundtrip, found 3 days ago
$303
Roundtrip
found 3 days ago
Select United flight, departing Mon, Apr 27 from Logan Intl. to Owen Roberts Intl., returning Tue, May 12, priced at $303 found 3 days ago
Cayman Airways
Fri, Apr 3 - Sun, Apr 5
MIA
Miami Intl.
GCM
Owen Roberts Intl.
$317 Roundtrip, found 4 days ago
$317
Roundtrip
found 4 days ago
Select Cayman Airways flight, departing Fri, Apr 3 from Miami Intl. to Owen Roberts Intl., returning Sun, Apr 5, priced at $317 found 4 days ago
United
Tue, Mar 24 - Tue, Mar 31
EWR
Newark Liberty Intl. Airport
GCM
Owen Roberts Intl.
$321 Roundtrip, found 5 days ago
$321
Roundtrip
found 5 days ago
Select United flight, departing Tue, Mar 24 from Newark Liberty Intl. Airport to Owen Roberts Intl., returning Tue, Mar 31, priced at $321 found 5 days ago