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Cole Bay flight + hotel vacation packages

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
Save 100% on your flight
Price was $1,593, price is now $838 per person
$838
per person
Nov 29 - Dec 4
found 15 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
This smoke-free resort features a private beach, a full-service spa, and a marina. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. There's fun for all ages with a children's pool and a playground, and barbecue grills are available on site.
Oceans at Divi Little Bay

Oceans at Divi Little Bay

4 out of 5
Save 100% on your flight
Price was $1,844, price is now $1,309 per person
$1,309
per person
Nov 16 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
This hotel's 4 restaurants and 3 outdoor pools are some of the featured amenities. Guests will appreciate free perks like free self parking and WiFi in public areas. Dry cleaning, luggage storage, and concierge services are also on offer.
La Playa Orient Bay

La Playa Orient Bay

4 out of 5
Save 100% on your flight
Price was $1,414, price is now $1,057 per person
$1,057
per person
Nov 15 - Nov 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Families will appreciate the onsite laundry facilities and in-room childcare.
Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

4 out of 5
Save 100% on your flight
Price was $1,609, price is now $1,208 per person
$1,208
per person
Nov 16 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
A full-service spa, 5 restaurants, and 3 outdoor pools are all featured at this resort. Relax with free beach cabanas, sun loungers, and beach umbrellas. Relax with a drink at one of the 4 bars/lounges and enjoy free perks like free self parking and WiFi in public areas.
Sonesta Maho Beach All Inclusive Resort Casino & Spa

Sonesta Maho Beach All Inclusive Resort Casino & Spa

4 out of 5
Save 100% on your flight
Price was $1,647, price is now $1,265 per person
$1,265
per person
Nov 16 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
A full-service spa is on site and multilingual staff is available around-the-clock at the 24-hour front desk. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Bring the family and enjoy the free water park, free kid's club, and kid-friendly dining.

Top Cole Bay hotels deals

Port de Plaisance Resort, Trademark Collection by Wyndham

Port de Plaisance Resort, Trademark Collection by Wyndham

3.5 out of 5
155 Union Rd Cole Bay Sint Maarten
Free Cancellation
Reserve now, pay when you stay
$200 nightly
The price is $210 total per night
$210 total
Oct 7 - Oct 8
Total with taxes and fees
This smoke-free resort features a casino, a full-service spa, and a marina. Enjoy a meal in one of the 4 restaurants and free perks like free self parking and a beach shuttle. Enjoy the 2 outdoor pools and gym, and unwind with a drink at the bar/lounge.
Pool
Spa
Carls Unique Inn

Carls Unique Inn

2 out of 5
18 Orange Grove Rd Cole Bay
Free Cancellation
Reserve now, pay when you stay
$106 nightly
The price is $111 total per night
$111 total
Oct 27 - Oct 28
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the express check-out, laundry service, and airport shuttle. A coffee shop, a terrace, and a garden are also on offer.
Breakfast included
Parking included
Diamond Gem Residence

Diamond Gem Residence

3 out of 5
Peter John Rd Cole Bay Sint Maarten
Free Cancellation
Reserve now, pay when you stay
$101 nightly
The price is $105 total per night
$105 total
Oct 7 - Oct 8
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden and laundry facilities are also provided.
Parking included
Free WiFi
condostmaarten by the sea -Adults Only-

condostmaarten by the sea -Adults Only-

4 out of 5
38 Marina Terrace Cole Bay
$428 nightly
The price is $447 total per night
$447 total
Oct 14 - Oct 15
Total with taxes and fees
An outdoor pool, free self parking, and laundry facilities are featured at this apartment. WiFi in public areas is free. A terrace and a garden are also provided.
Pool
Kitchen
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Billy Folly Road 37 Simpson Bay
Free Cancellation
Reserve now, pay when you stay
$153 nightly
The price is $161 total per night
$161 total
Oct 8 - Oct 9
Total with taxes and fees
This smoke-free resort features a private beach, a full-service spa, and a marina. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. There's fun for all ages with a children's pool and a playground, and barbecue grills are available on site.
On private beach
Pool
The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
2 Beacon Hill Road Simpson Bay
Free Cancellation
Reserve now, pay when you stay
$465 nightly
The price is $488 total per night
$488 total
Nov 4 - Nov 5
Total with taxes and fees
A full-service spa, an outdoor pool, and a restaurant are all featured at this resort. Enjoy the gym and perks like free valet parking and a free airport shuttle. There's a bar/lounge on site, and concierge services and free newspapers are also provided.
Pool
Spa
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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.

Stay near popular Cole Bay attractions

Indigo Beach

8.0/10 (23 reviews)
Why not spend a lazy afternoon at Indigo Beach during your trip to Cole Bay?
See properties

Frequently asked questions

How much are vacation packages to Cole Bay?
With vacation packages available for just $838, there's no need to empty your piggy bank for your getaway to Cole Bay. Travelocity can help. Bundle experiences, flights and hotels into a convenient package and land some fantastic discounts. The more you book, the bigger the savings.
How long should my Cole Bay vacation be?
There's no hard and fast rule for how long your Cole Bay vacation should be, but the majority of travelers choose to stay for around 3 nights. Got some leeway with your departure date? Extend your trip by an extra night or two. That way, you'll have enough time to explore the area's hidden gems as well.
Where can I get the best vacation package deals for Cole Bay?
For a fun and affordable package deal to Cole Bay, head straight to Travelocity. Choose from 400 air carriers and 1,000,000 properties worldwide to create your ultimate escape — the choice is all yours!
Why should I book my Cole Bay vacation bundle via Travelocity?
Because you'll never roam alone if you book with us, and we offer 24/7 customer support and first-rate service to boot. Add to that our Price Match Guarantee and a huge range of destinations to select from. We're here to make your vacation as unforgettable as possible.
Will I save money on my Cole Bay car rental if I book it with hotels and flights?
With a Cole Bay vacation package, you can bundle your hotel, flight and car bookings and save loads. If you're in the mood to see the best of this awesome destination, why not make a beeline for Dickenson Bay Beach? This famous attraction is 100 mi from Cole Bay. With your own wheels, you'll be there in no time.
Which airport is best for Cole Bay?
Chances are you'll be touching down at Princess Juliana Intl. Airport (SXM), situated 2 mi west of inner Cole Bay. Robert L. Bradshaw Intl. Airport (SKB) (55 mi away from central Cole Bay) and Clayton J. Lloyd Intl. Airport (AXA) (12 mi away from central Cole Bay) are other options.
What is there to do in Cole Bay?
Burgeaux Bay Beach is just one of the memorable sights that make Cole Bay such a popular tourist destination. But allow some extra time to experience the city's lesser-known attractions too. This is often where the best memories are created.
Where should I stay when visiting Cole Bay?
If you're after a place to base yourself, take a look at the Port de Plaisance Resort, Trademark Collection by Wyndham. It's the top pick for many travelers.

Photos of local treasures

Browse Cole Bay vacation photos for more inspiration

A coastal town with a marina, buildings, and hills in the background.
A marina with several sailboats and yachts docked, surrounded by hills and a cloudy sky.
A coastal town with buildings, greenery, and a view of the sea.
A beach with thatched umbrellas, a pier, and boats in the background.
A beach with clear turquoise water, palm trees, and beach umbrellas. There are buildings with blue and white exteriors in the background.