Indigo Bay Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Indigo Bay Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Oyster Bay Beach Resort
Oyster Pond
Save 100% on your flight
Price was $1,845, price is now $1,222 per person
$1,222
per person
Jan 25 - Feb 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
Simpson Bay Resort, Marina & Spa
Pelican Key
Price was $2,927, price is now $1,302 per person
$1,302
per person
Feb 18 - Feb 24
found 17 hours ago
Roundtrip non-stop flight included
Syracuse (SYR) 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
Oyster Pond
Save 100% on your flight
Price was $2,330, price is now $1,239 per person
$1,239
per person
Jan 25 - Feb 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
Oceans at Divi Little Bay
Save 100% on your flight
Price was $3,281, price is now $1,947 per person
$1,947
per person
Jan 25 - Feb 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
Divi Little Bay Beach Resort
Save 100% on your flight
Price was $3,767, price is now $2,370 per person
$2,370
per person
Jan 25 - Feb 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
The Atrium Beach Resort and Spa, an Ascend Collection Resort
Save 100% on your flight
Price was $1,782, price is now $1,256 per person
$1,256
per person
Jan 25 - Feb 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
Book a stay at this beach hotel in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Maho Beach and Orient Bay Beach are located nearby.
Top Hotel Deals
The Morgan Resort Spa Village
2 Beacon Hill Road Simpson Bay
5.17 km from Indigo Bay
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. ...
Sonesta Maho Beach All Inclusive Resort Casino & Spa
1 Rhine Road Lowlands
5.44 km from Indigo Bay
Book a stay at this beach property in Lowlands. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the clean rooms ...
Simpson Bay Resort, Marina & Spa
Billy Folly Road 37 Simpson Bay
2.5 km from Indigo Bay
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 ...
Hilton Vacation Club Flamingo Beach St. Maarten
Pelican Key, Simpson Bay, 6 Billy Folly Simpson Bay
2.43 km from Indigo Bay
Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. ...
The Villas at Simpson Bay Resort
Billy Folly Road No. 37A Simpson Bay
2.33 km from Indigo Bay
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 ...
JW Marriott St. Maarten Beach Resort & Spa
144 Oyster Pond Resort Oyster Pond Sint Maarten
6.6 km from Indigo Bay
Book a stay at this luxury hotel in Oyster Pond. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
Oyster Bay Beach Resort
10 Emerald Merit Rd Oyster Pond
7.03 km from Indigo Bay
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 ...
Fourteen at Mullet Bay
2 University Drive, Cupecoy Lowlands
6.53 km from Indigo Bay
Book a stay at this beach aparthotel in Lowlands. Enjoy free WiFi, free parking, and a casino. Our guests praise the helpful staff in our reviews. Popular attractions ...
Hommage Hotel & Residences
Route des Terres Basses BP 172 Nettle Bay
6.17 km from Indigo Bay
Book a stay at this spa hotel in Nettle Bay. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in our ...
Divi Little Bay Beach Resort
Little Bay Road Philipsburg
1.54 km from Indigo Bay
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 ...
Sonesta Ocean Point All Inclusive, Adults Only Resort
1A Rhine Rd. Lowlands
5.58 km from Indigo Bay
Book a stay at this luxury property in Lowlands. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in ...
Hilton Vacation Club Royal Palm St. Maarten
115 Welfare Road Simpson Bay
2.65 km from Indigo Bay
Book a stay at this beach aparthotel in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property ...
The Atrium Beach Resort and Spa, an Ascend Collection Resort
6 Billy Folly Road Simpson Bay
2.29 km from Indigo Bay
Book a stay at this beach hotel in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Sun, Jan 11 - Thu, Jan 29
EWR
Newark Liberty Intl. Airport
SXM
Princess Juliana Intl.
$238 Roundtrip, found 3 days ago
$238
Roundtrip
found 3 days ago
Sat, Feb 7 - Sat, Feb 14
MIA
Miami Intl.
SXM
Princess Juliana Intl.
$263 Roundtrip, found 2 days ago
$263
Roundtrip
found 2 days ago
Sat, Feb 7 - Sat, Feb 14
MIA
Miami Intl.
SXM
Princess Juliana Intl.
$279 Roundtrip, found 2 days ago
$279
Roundtrip
found 2 days ago
Tue, Jan 13 - Thu, Jan 29
EWR
Newark Liberty Intl. Airport
SXM
Princess Juliana Intl.
$297 Roundtrip, found 3 days ago
$297
Roundtrip
found 3 days ago
Sun, Jan 11 - Wed, Jan 28
EWR
Newark Liberty Intl. Airport
SXM
Princess Juliana Intl.
$333 Roundtrip, found 3 days ago
$333
Roundtrip
found 3 days ago