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Cay Bay Hill Vacation Packages

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Cay Bay Hill Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Save 100% on your flight
Price was $1,612, price is now $830 per person
$830
per person
Feb 28 - Mar 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philipsburg (SXM)
Book a stay at this family-friendly hotel in Oyster Pond. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Orient Bay Beach and Grand Case Beach are located nearby.
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Price was $4,099, price is now $1,600 per person
$1,600
per person
Feb 28 - Mar 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philipsburg (SXM)
Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Maho Beach and Orient Bay Beach are located nearby.
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Price was $2,650, price is now $1,220 per person
$1,220
per person
Mar 3 - Mar 8
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.
Oceans at Divi Little Bay

Oceans at Divi Little Bay

4 out of 5
Save 100% on your flight
Price was $2,972, price is now $1,815 per person
$1,815
per person
Feb 28 - Mar 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philipsburg (SXM)
Stay at this hotel in Philipsburg. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Maho Beach and Orient Bay Beach are located nearby.
Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

4 out of 5
Save 100% on your flight
Price was $2,726, price is now $1,685 per person
$1,685
per person
Feb 28 - Mar 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philipsburg (SXM)
Book a stay at this beach resort in Philipsburg. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Maho Beach and Orient Bay Beach are located nearby.
Holland House Beach Hotel

Holland House Beach Hotel

4 out of 5
Save 100% on your flight
Price was $1,359, price is now $887 per person
$887
per person
Feb 19 - Feb 22
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Book a stay at this beach hotel in Philipsburg. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Orient Bay Beach and Maho Beach are located nearby.
Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten

4 out of 5
Save 100% on your flight
Price was $1,531, price is now $1,002 per person
$1,002
per person
Feb 28 - Mar 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philipsburg (SXM)
Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.
Oyster Bay Beach Resort

Oyster Bay Beach Resort

4 out of 5
Save 100% on your flight
Price was $1,375, price is now $908 per person
$908
per person
Feb 28 - Mar 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philipsburg (SXM)
Book a stay at this beach resort in Oyster Pond. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Orient Bay Beach and Grand Case Beach are located nearby.

Cay Bay Hill Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
Save 100% on your flight
Price was $1,180, price is now $713 per person
$713
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Price was $2,318, price is now $1,119 per person
$1,119
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Price was $1,922, price is now $939 per person
$939
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

4 out of 5
Save 100% on your flight
Price was $1,930, price is now $1,205 per person
$1,205
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)

Cay Bay Hill Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
Save 100% on your flight
Price was $1,612, price is now $830 per person
$830
per person
Feb 28 - Mar 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philipsburg (SXM)
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Price was $4,099, price is now $1,600 per person
$1,600
per person
Feb 28 - Mar 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philipsburg (SXM)
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Price was $2,360, price is now $1,046 per person
$1,046
per person
Jan 18 - Jan 23
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Oceans at Divi Little Bay

Oceans at Divi Little Bay

4 out of 5
Save 100% on your flight
Price was $2,972, price is now $1,815 per person
$1,815
per person
Feb 28 - Mar 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philipsburg (SXM)

Top Flight Deals

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

Spirit Airlines
Mon, Jan 5 - Thu, Jan 8
EWR
Newark Liberty Intl. Airport
SXM
Princess Juliana Intl.
$264 Roundtrip, found 1 day ago
$264
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Mon, Jan 5 from Newark Liberty Intl. Airport to Princess Juliana Intl., returning Thu, Jan 8, priced at $264 found 1 day ago
Spirit Airlines
Sun, Feb 22 - Sun, Mar 1
PHL
Philadelphia Intl.
SXM
Princess Juliana Intl.
$272 Roundtrip, found 15 hours ago
$272
Roundtrip
found 15 hours ago
Select Spirit Airlines flight, departing Sun, Feb 22 from Philadelphia Intl. to Princess Juliana Intl., returning Sun, Mar 1, priced at $272 found 15 hours ago
JetBlue Airways
Tue, Mar 3 - Wed, Mar 11
JFK
John F. Kennedy Intl.
SXM
Princess Juliana Intl.
$283 Roundtrip, found 2 days ago
$283
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Tue, Mar 3 from John F. Kennedy Intl. to Princess Juliana Intl., returning Wed, Mar 11, priced at $283 found 2 days ago
American Airlines
Sat, Mar 7 - Sat, Mar 14
BOS
Logan Intl.
SXM
Princess Juliana Intl.
$354 Roundtrip, found 6 days ago
$354
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sat, Mar 7 from Logan Intl. to Princess Juliana Intl., returning Sat, Mar 14, priced at $354 found 6 days ago