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Cole Bay Vacation Packages

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Cole Bay Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Sapphire Beach Club Resort

Sapphire Beach Club Resort

3 out of 5
Price was $1,068, price is now $765 per person
$765
per person
Mar 9 - Mar 13
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Book a stay at this beach resort in Lowlands. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Price was $1,914, price is now $944 per person
$944
per person
Jan 29 - Feb 2
found 23 hours 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.
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Price was $3,467, price is now $1,859 per person
$1,859
per person
Feb 1 - Feb 7
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 Orient Bay Beach are located nearby.
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Save 100% on your flight
Price was $1,431, price is now $888 per person
$888
per person
Feb 28 - Mar 6
found 1 day ago
Roundtrip non-stop 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.
Oyster Bay Beach Resort

Oyster Bay Beach Resort

4 out of 5
Save 100% on your flight
Price was $1,359, price is now $930 per person
$930
per person
Feb 28 - Mar 6
found 1 day ago
Roundtrip non-stop 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.
Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

4 out of 5
Save 100% on your flight
Price was $2,546, price is now $1,852 per person
$1,852
per person
Feb 28 - Mar 6
found 1 day ago
Roundtrip non-stop 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.
Aqua Vue by Island Properties Online

Aqua Vue by Island Properties Online

3.5 out of 5
Save 100% on your flight
Price was $1,781, price is now $1,314 per person
$1,314
per person
Mar 4 - Mar 9
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Philipsburg (SXM)
Stay at this condo in Lowlands. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.
Holland House Beach Hotel

Holland House Beach Hotel

4 out of 5
Save 100% on your flight
Price was $2,052, price is now $1,533 per person
$1,533
per person
Feb 28 - Mar 6
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.

Cole Bay 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 $1,411, price is now $832 per person
$832
per person
Feb 18 - Feb 22
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 $2,343, price is now $1,129 per person
$1,129
per person
Feb 4 - Feb 8
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 $1,914, price is now $944 per person
$944
per person
Jan 29 - Feb 2
found 23 hours 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 $2,167, price is now $1,298 per person
$1,298
per person
Feb 18 - Feb 22
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)

Cole Bay Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Oyster Bay Beach Resort

Oyster Bay Beach Resort

4 out of 5
Oyster Pond
Save 100% on your flight
Price was $1,359, price is now $930 per person
$930
per person
Feb 28 - Mar 6
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 $3,170, price is now $1,351 per person
$1,351
per person
Jan 31 - Feb 7
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Philipsburg (SXM)
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Price was $3,467, price is now $1,859 per person
$1,859
per person
Feb 1 - Feb 7
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
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 $2,267, price is now $1,266 per person
$1,266
per person
Jan 24 - Jan 31
found 17 hours 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
Wed, Jan 7 - Thu, Jan 8
PHL
Philadelphia Intl.
SXM
Princess Juliana Intl.
$221 Roundtrip, found 2 days ago
$221
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Wed, Jan 7 from Philadelphia Intl. to Princess Juliana Intl., returning Thu, Jan 8, priced at $221 found 2 days ago
Spirit Airlines
Sat, Jan 10 - Sat, Jan 17
EWR
Newark Liberty Intl. Airport
SXM
Princess Juliana Intl.
$238 Roundtrip, found 6 days ago
$238
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Sat, Jan 10 from Newark Liberty Intl. Airport to Princess Juliana Intl., returning Sat, Jan 17, priced at $238 found 6 days ago
Frontier Airlines
Sat, Feb 21 - Sat, Feb 28
MIA
Miami Intl.
SXM
Princess Juliana Intl.
$243 Roundtrip, found 17 hours ago
$243
Roundtrip
found 17 hours ago
Select Frontier Airlines flight, departing Sat, Feb 21 from Miami Intl. to Princess Juliana Intl., returning Sat, Feb 28, priced at $243 found 17 hours ago
JetBlue Airways
Fri, Jan 30 - Sat, Feb 7
JFK
John F. Kennedy Intl.
SXM
Princess Juliana Intl.
$280 Roundtrip, found 6 days ago
$280
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Fri, Jan 30 from John F. Kennedy Intl. to Princess Juliana Intl., returning Sat, Feb 7, priced at $280 found 6 days ago