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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.
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Save 100% on your flight
Price was $1,266, price is now $732 per person
$732
per person
Jul 22 - Jul 28
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) 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 Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Price was $2,338, price is now $818 per person
$818
per person
Jul 22 - Jul 28
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) 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.
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Price was $1,797, price is now $798 per person
$798
per person
Jul 12 - Jul 17
found 9 hours ago
Roundtrip non-stop flight included
Hartford (BDL) 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.
La Playa Orient Bay

La Playa Orient Bay

4 out of 5
Save 100% on your flight
Price was $1,718, price is now $1,081 per person
$1,081
per person
Jul 18 - Jul 24
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Philipsburg (SXM)
Book a stay at this beach hotel in Orient Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Grand Case Beach and Green Cay are located nearby.
Panorama Residences at Monte Vista

Panorama Residences at Monte Vista

4.5 out of 5
Save 100% on your flight
Price was $1,608, price is now $1,025 per person
$1,025
per person
Jul 22 - Jul 28
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) 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.
Esmeralda Resort

Esmeralda Resort

4 out of 5
Save 100% on your flight
Price was $1,442, price is now $941 per person
$941
per person
Jul 22 - Jul 28
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Philipsburg (SXM)
Book a stay at this beach hotel in Orient Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Grand Case Beach and Mont Vernon are located nearby.
Oyster Bay Beach Resort

Oyster Bay Beach Resort

4 out of 5
Save 100% on your flight
Price was $1,148, price is now $769 per person
$769
per person
Jul 22 - Jul 28
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) 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 Grand Case Beach and Oyster Bay Marina are located nearby.
Holland House Beach Hotel

Holland House Beach Hotel

4 out of 5
Save 100% on your flight
Price was $1,469, price is now $998 per person
$998
per person
Jul 22 - Jul 28
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) 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.

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 $1,101, price is now $750 per person
$750
per person
Jul 30 - Aug 3
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Philipsburg (SXM)
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Pelican Key
Price was $1,864, price is now $809 per person
$809
per person
Jul 30 - Aug 3
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Philipsburg (SXM)
La Playa Orient Bay

La Playa Orient Bay

4 out of 5
Price was $1,314, price is now $876 per person
$876
per person
Jul 30 - Aug 3
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Philipsburg (SXM)
Panorama Residences at Monte Vista

Panorama Residences at Monte Vista

4.5 out of 5
Point Blanche
Price was $1,356, price is now $941 per person
$941
per person
Jul 30 - Aug 3
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) 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 $1,266, price is now $732 per person
$732
per person
Jul 22 - Jul 28
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Philipsburg (SXM)
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Pelican Key
Price was $2,338, price is now $818 per person
$818
per person
Jul 22 - Jul 28
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Philipsburg (SXM)
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Price was $1,797, price is now $798 per person
$798
per person
Jul 12 - Jul 17
found 9 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Philipsburg (SXM)
La Playa Orient Bay

La Playa Orient Bay

4 out of 5
Save 100% on your flight
Price was $1,718, price is now $1,081 per person
$1,081
per person
Jul 18 - Jul 24
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Philipsburg (SXM)

Top Flight Deals

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

JetBlue Airways
Thu, Aug 13 - Fri, Sep 4
FLL
Fort Lauderdale - Hollywood Intl.
SXM
Princess Juliana Intl.
$310 Roundtrip, found 17 hours ago
$310
Roundtrip
found 17 hours ago
Select JetBlue Airways flight, departing Thu, Aug 13 from Fort Lauderdale - Hollywood Intl. to Princess Juliana Intl., returning Fri, Sep 4, priced at $310 found 17 hours ago
Delta
Mon, Aug 31 - Sat, Sep 5
MIA
Miami Intl.
SXM
Princess Juliana Intl.
$325 Roundtrip, found 23 hours ago
$325
Roundtrip
found 23 hours ago
Select Delta flight, departing Mon, Aug 31 from Miami Intl. to Princess Juliana Intl., returning Sat, Sep 5, priced at $325 found 23 hours ago
Delta
Sun, Aug 16 - Wed, Sep 2
BOS
Logan Intl.
SXM
Princess Juliana Intl.
$327 Roundtrip, found 1 day ago
$327
Roundtrip
found 1 day ago
Select Delta flight, departing Sun, Aug 16 from Logan Intl. to Princess Juliana Intl., returning Wed, Sep 2, priced at $327 found 1 day ago
JetBlue Airways
Mon, Jul 13 - Thu, Jul 23
PHL
Philadelphia Intl.
SXM
Princess Juliana Intl.
$357 Roundtrip, found 1 day ago
$357
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Mon, Jul 13 from Philadelphia Intl. to Princess Juliana Intl., returning Thu, Jul 23, priced at $357 found 1 day ago