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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 $850, price is now $596 per person
$596
per person
Feb 20 - Feb 23
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 $2,203, price is now $905 per person
$905
per person
Feb 4 - Feb 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.
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Price was $2,204, price is now $1,056 per person
$1,056
per person
Feb 15 - Feb 18
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.
Holland House Beach Hotel

Holland House Beach Hotel

4 out of 5
Save 100% on your flight
Price was $1,922, price is now $1,234 per person
$1,234
per person
Feb 12 - Feb 15
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.
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Price was $1,229, price is now $827 per person
$827
per person
Jan 6 - Jan 9
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.
The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
Price was $1,228, price is now $833 per person
$833
per person
Jan 6 - Jan 9
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Book a stay at this spa resort in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the restaurant 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
Price was $1,758, price is now $1,249 per person
$1,249
per person
Feb 12 - Feb 15
found 1 day ago
Roundtrip non-stop 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.
Panorama Residences at Monte Vista

Panorama Residences at Monte Vista

4.5 out of 5
Price was $1,227, price is now $882 per person
$882
per person
Feb 12 - Feb 15
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Book a stay at this luxury aparthotel in Philipsburg. Enjoy free WiFi, free parking, and onsite spa services. Popular attractions Maho Beach and Orient Bay 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
Price was $1,229, price is now $827 per person
$827
per person
Jan 6 - Jan 9
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 $2,203, price is now $905 per person
$905
per person
Feb 4 - Feb 8
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 $2,204, price is now $1,056 per person
$1,056
per person
Feb 15 - Feb 18
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Holland House Beach Hotel

Holland House Beach Hotel

4 out of 5
Downtown Philipsburg
Save 100% on your flight
Price was $1,922, price is now $1,234 per person
$1,234
per person
Feb 12 - Feb 15
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.
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Price was $2,671, price is now $1,045 per person
$1,045
per person
Feb 4 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Philipsburg (SXM)
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Price was $3,554, price is now $1,568 per person
$1,568
per person
Jan 8 - Jan 14
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
Price was $2,577, price is now $1,331 per person
$1,331
per person
Feb 8 - Feb 15
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Holland House Beach Hotel

Holland House Beach Hotel

4 out of 5
Downtown Philipsburg
Save 100% on your flight
Price was $3,464, price is now $1,906 per person
$1,906
per person
Feb 8 - Feb 15
found 1 day ago
Roundtrip non-stop 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
Thu, Jan 15 - Sun, Jan 18
FLL
Fort Lauderdale - Hollywood Intl.
SXM
Princess Juliana Intl.
$192 Roundtrip, found 2 days ago
$192
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Thu, Jan 15 from Fort Lauderdale - Hollywood Intl. to Princess Juliana Intl., returning Sun, Jan 18, priced at $192 found 2 days ago
American Airlines
Tue, Feb 3 - Wed, Feb 11
MIA
Miami Intl.
SXM
Princess Juliana Intl.
$223 Roundtrip, found 3 days ago
$223
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Feb 3 from Miami Intl. to Princess Juliana Intl., returning Wed, Feb 11, priced at $223 found 3 days ago
Spirit Airlines
Mon, Dec 15 - Thu, Jan 8
BOS
Logan Intl.
SXM
Princess Juliana Intl.
$271 Roundtrip, found 5 days ago
$271
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Mon, Dec 15 from Logan Intl. to Princess Juliana Intl., returning Thu, Jan 8, priced at $271 found 5 days ago
American Airlines
Sat, Feb 28 - Sat, Mar 7
EWR
Newark Liberty Intl. Airport
SXM
Princess Juliana Intl.
$273 Roundtrip, found 2 days ago
$273
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, Feb 28 from Newark Liberty Intl. Airport to Princess Juliana Intl., returning Sat, Mar 7, priced at $273 found 2 days ago