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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.
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Price was $1,323, price is now $803 per person
$803
per person
Apr 27 - Apr 30
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.
Holland House Beach Hotel

Holland House Beach Hotel

4 out of 5
Price was $2,103, price is now $1,439 per person
$1,439
per person
Apr 27 - Apr 30
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 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 $1,505, price is now $1,117 per person
$1,117
per person
May 29 - May 31
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 Mullet Bay Beach are located nearby.
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Price was $1,236, price is now $992 per person
$992
per person
May 29 - May 31
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 Grand Case Beach and Dawn Beach are located nearby.
The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
Price was $1,450, price is now $1,173 per person
$1,173
per person
May 29 - May 31
found 1 day ago
Roundtrip 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.
Coral Beach Club Villas & Marina

Coral Beach Club Villas & Marina

4 out of 5
Price was $1,353, price is now $1,096 per person
$1,096
per person
May 28 - Jun 2
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, free parking, and a full-service spa. Popular attractions Grand Case Beach and Oyster Bay Marina are located nearby.
Panorama Residences at Monte Vista

Panorama Residences at Monte Vista

4.5 out of 5
Price was $1,329, price is now $1,096 per person
$1,096
per person
May 29 - May 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philipsburg (SXM)
Book a stay at this luxury aparthotel in Philipsburg. Enjoy free WiFi, free parking, and in-room massages. Popular attractions Maho Beach and Harbour Point Village are located nearby.
Villa Amalia

Villa Amalia

5 out of 5
Save 100% on your flight
Price was $8,372, price is now $7,108 per person
$7,108
per person
May 28 - Jun 2
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Book a stay at this luxury vacation home in Philipsburg. Enjoy free WiFi, free parking, and private pools. Popular attractions Grand Case Beach and Guana Bay Beach are located nearby.

Cole Bay Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Pelican Key
Price was $1,323, price is now $803 per person
$803
per person
Apr 27 - Apr 30
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 $1,811, price is now $1,016 per person
$1,016
per person
Apr 29 - May 3
found 1 day ago
Roundtrip 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 $1,340, price is now $873 per person
$873
per person
Apr 29 - May 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philipsburg (SXM)
Holland House Beach Hotel

Holland House Beach Hotel

4 out of 5
Downtown Philipsburg
Price was $2,103, price is now $1,439 per person
$1,439
per person
Apr 27 - Apr 30
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.
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 $1,399, price is now $822 per person
$822
per person
May 28 - Jun 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
Save 100% on your flight
Price was $2,129, price is now $1,008 per person
$1,008
per person
May 28 - Jun 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
Pelican Key
Save 100% on your flight
Price was $1,975, price is now $976 per person
$976
per person
May 28 - Jun 2
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
La Playa Orient Bay

La Playa Orient Bay

4 out of 5
Save 100% on your flight
Price was $1,487, price is now $976 per person
$976
per person
May 28 - Jun 2
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
Sun, Mar 22 - Mon, Apr 6
FLL
Fort Lauderdale - Hollywood Intl.
SXM
Princess Juliana Intl.
$246 Roundtrip, found 4 days ago
$246
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Sun, Mar 22 from Fort Lauderdale - Hollywood Intl. to Princess Juliana Intl., returning Mon, Apr 6, priced at $246 found 4 days ago
American Airlines
Tue, May 19 - Fri, May 29
BOS
Logan Intl.
SXM
Princess Juliana Intl.
$337 Roundtrip, found 5 days ago
$337
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, May 19 from Logan Intl. to Princess Juliana Intl., returning Fri, May 29, priced at $337 found 5 days ago
Spirit Airlines
Thu, May 7 - Thu, May 14
LGA
LaGuardia
SXM
Princess Juliana Intl.
$384 Roundtrip, found 1 day ago
$384
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Thu, May 7 from LaGuardia to Princess Juliana Intl., returning Thu, May 14, priced at $384 found 1 day ago
Delta
Sat, May 30 - Sat, Jun 6
JFK
John F. Kennedy Intl.
SXM
Princess Juliana Intl.
$402 Roundtrip, found 2 days ago
$402
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, May 30 from John F. Kennedy Intl. to Princess Juliana Intl., returning Sat, Jun 6, priced at $402 found 2 days ago