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Caribbean Islands Vacation Packages

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Caribbean Islands Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.

Panorama Residences at Monte Vista

4.5 out of 5

Price was $1,210, price is now $772 per person

$772

per person

Jan 30 - Feb 3

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.

Simpson Bay Resort, Marina & Spa

4 out of 5

Price was $6,120, price is now $2,240 per person

$2,240

per person

Jan 9 - Jan 14

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.

The Villas at Simpson Bay Resort

4 out of 5

Price was $7,479, price is now $3,118 per person

$3,118

per person

Jan 9 - Jan 14

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Philipsburg (SXM)

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5

Price was $1,394, price is now $912 per person

$912

per person

Jan 30 - Feb 3

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.

Divi Little Bay Beach Resort

4 out of 5

Price was $2,078, price is now $1,364 per person

$1,364

per person

Jan 30 - Feb 3

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.

Holland House Beach Hotel

4 out of 5

Save 100% on your flight

Price was $2,014, price is now $1,353 per person

$1,353

per person

Jan 16 - Jan 19

found 11 hours 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.

Oyster Bay Beach Resort

4 out of 5

Save 100% on your flight

Price was $3,872, price is now $2,610 per person

$2,610

per person

Jan 9 - Jan 14

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.

Oceans at Divi Little Bay

4 out of 5

Price was $1,980, price is now $1,357 per person

$1,357

per person

Jan 30 - Feb 3

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.