Cole Bay Vacation Packages 2026 from $699

Cole Bay flight + hotel vacation packages

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

Oyster Bay Beach Resort

Oyster Pond

Save 100% on your flight

$699

per person

May 2 - May 9

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Philipsburg (SXM)

This resort features a full-service spa, a marina, and 2 restaurants. Families will appreciate the children's pool, onsite laundry facilities, and in-room childcare. Enjoy the outdoor pool and perks like free WiFi.

Simpson Bay Resort, Marina & Spa

Pelican Key

$738

per person

May 28 - May 31

found 1 day 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.

The Villas at Simpson Bay Resort

Pelican Key

$847

per person

May 28 - May 31

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Philipsburg (SXM)

A marina, 3 restaurants, and 6 outdoor pools are all featured at this smoke-free resort. 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 waterslide, and barbecue grills are available on site.

The Morgan Resort Spa Village

$1,363

per person

May 21 - May 27

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Philipsburg (SXM)

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.

La Playa Orient Bay

$847

per person

May 7 - May 12

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.

Top Cole Bay hotels deals

Port de Plaisance Resort, Trademark Collection by Wyndham

155 Union Rd Cole Bay Sint Maarten

Free Cancellation

Reserve now, pay when you stay

$264 nightly

$277 total

Apr 1 - Apr 2

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.

Carls Unique Inn

18 Orange Grove Rd Cole Bay

Free Cancellation

Reserve now, pay when you stay

$129 nightly

$135 total

Mar 19 - Mar 20

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.

condostmaarten by the sea -Adults Only-

38 Marina Terrace Cole Bay

$428 nightly

$447 total

Apr 7 - Apr 8

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.

The Morgan Resort Spa Village

2 Beacon Hill Road Simpson Bay

Free Cancellation

Reserve now, pay when you stay

$490 nightly

$511 total

Apr 1 - Apr 2

Total with taxes and fees

Sonesta Maho Beach All Inclusive Resort Casino & Spa

1 Rhine Road Lowlands

$563 nightly

$587 total

Apr 1 - Apr 2

Total with taxes and fees

This property features free water park access, a casino, and a full-service spa. 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 free kid's club and a children's pool, and free supervised childcare is an added bonus.

Simpson Bay Resort, Marina & Spa

Billy Folly Road 37 Simpson Bay

$398 nightly

$418 total

Mar 18 - Mar 19

Total with taxes and fees

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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.

Popular places to visit

Indigo Beach

Why not spend a lazy afternoon at Indigo Beach during your trip to Cole Bay?

Burgeaux Bay Beach

Why not spend a lazy afternoon at Burgeaux Bay Beach during your trip to Cay Bay?

Seaside Nature Park

Explore the lovely green spaces of Seaside Nature Park and enjoy the boating in Cole Bay. Stroll along the beautiful beaches or discover the beautiful sunsets in this family-friendly area.

Frequently asked questions

How much are vacation packages to Cole Bay?

With vacation packages available for just $699, 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.