Upper Prince's Quarter Vacation Packages 2026 from $878

Upper Prince's Quarter flight + hotel vacation packages

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

Simpson Bay Resort, Marina & Spa

Pelican Key

$878

per person

Apr 2 - Apr 6

found 1 day ago

Roundtrip 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.

Princess Heights Luxury Boutique Condo Hotel

Oyster Pond

$1,021

per person

Feb 26 - Mar 3

found 1 day ago

Roundtrip flight included

Boston (BOS) to Philipsburg (SXM)

This hotel features an outdoor pool and a 24-hour gym. Families will appreciate the waterslide, onsite laundry facilities, and in-room childcare. Guests will appreciate free perks like free self parking and WiFi in public areas.

Panorama Residences at Monte Vista

Point Blanche

$1,042

per person

Feb 26 - Mar 3

found 1 day ago

Roundtrip flight included

Boston (BOS) to Philipsburg (SXM)

An outdoor pool, free self parking, and laundry facilities are featured at this aparthotel. WiFi in public areas is free. A terrace, a garden, and a virtual front desk are also on offer.

The Villas at Simpson Bay Resort

Pelican Key

Save 100% on your flight

$1,619

per person

Mar 29 - Apr 2

found 1 day ago

Roundtrip 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.

Divi Little Bay Beach Resort

Save 100% on your flight

$1,169

per person

Mar 29 - Apr 2

found 1 day ago

Roundtrip flight included

Boston (BOS) to Philipsburg (SXM)

A full-service spa, 3 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 2 bars/lounges and enjoy free perks like free self parking and WiFi in public areas.

Top Upper Prince's Quarter hotels deals

JW Marriott St. Maarten Beach Resort & Spa

144 Oyster Pond Resort Oyster Pond Sint Maarten

$620 nightly

$648 total

Jan 23 - Jan 24

Total with taxes and fees

A full-service spa, 3 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Relax with a drink at one of the 2 bars/lounges and enjoy perks like free self parking.

Oyster Bay Beach Resort

10 Emerald Merit Rd Oyster Pond

Free Cancellation

Reserve now, pay when you stay

$300 nightly

$313 total

Jan 22 - Jan 23

Total with taxes and fees

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.

Princess Heights Luxury Boutique Condo Hotel

Oyster Pond Road No 156 Oyster Pond

Free Cancellation

Reserve now, pay when you stay

$299 nightly

$312 total

Jan 24 - Jan 25

Total with taxes and fees

This hotel features an outdoor pool and a 24-hour gym. Families will appreciate the waterslide, onsite laundry facilities, and in-room childcare. Guests will appreciate free perks like free self parking and WiFi in public areas.

Panorama Residences at Monte Vista

Kitty Drive #6 Philipsburg Sint Maarten

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An outdoor pool, free self parking, and laundry facilities are featured at this aparthotel. WiFi in public areas is free. A terrace, a garden, and a virtual front desk are also on offer.

Dawn Beach Club Resort Sint Maarten

144 Oyster Pond Rd Oyster Pond Sint Maarten

Free Cancellation

Reserve now, pay when you stay

Get rates

This smoke-free condo resort includes 2 restaurants, an outdoor pool, and a 24-hour gym. Relax with a drink at the bar/lounge and enjoy perks like free self parking. A snack bar/deli, WiFi in public areas, and concierge services are also on offer.

Coral Beach Club Villas & Marina

Emerald Merit Road #3 Oyster Pond

Get rates

This Mediterranean resort features a full-service spa, a marina, and 2 restaurants. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Families will appreciate the onsite laundry facilities, kid-friendly dining, and in-room childcare.

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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

Great Bay Beach

4.5/5(88 reviews)

If a restful vacation is part of your travel plans, Great Bay Beach might be the perfect place to seek out during your trip to Philipsburg. Check out the shops and top-notch restaurants in this romantic area.

Captain Hodge Pier in Philipsburg, Saint Martin, Caribbean

Philipsburg Boardwalk

Philipsburg Boardwalk is just one of the places to see in Philipsburg, so why not enjoy the other things to explore during your travels? Stroll along the area's beaches or simply enjoy its restaurants.

Guana Bay Beach

4/5(9 reviews)

If a restful vacation is part of your travel plans, Guana Bay Beach might be the perfect place to seek out during your trip to Upper Prince's Quarter.

Frequently asked questions

How much are vacation packages to Upper Prince's Quarter?

With Travelocity vacation packages, you could paint the town red in Upper Prince's Quarter for a mere $878. Flights, hotels and tours — we've got you. You'll save a bunch just for bundling your bookings. And with all that taken care of before you set off, you don't have to worry about a thing.

Where can I get the best vacation package deals for Upper Prince's Quarter?

Look no further than Travelocity. With no less than 400 air carriers and 1,000,000 worldwide properties, it's easy to craft an Upper Prince's Quarter package deal that appeals to your wanderlust.

Why should I book my Upper Prince's Quarter vacation bundle via Travelocity?

With fantastic service, support available 24/7 and some of the most gorgeous getaways around, you'll never roam alone. And if you find a lower price, we'll match it. That's our Price Match Guarantee.

Will I save money on my Upper Prince's Quarter car rental if I book it with my hotel or flight?

Booking an Upper Prince's Quarter vacation package with Travelocity is a simple way to save your hard-earned money. Pick a car, hotel and flight, or any combination of them, and land awesome discounts. You might also want to add in some experiences. After you've collected the keys to your rental car, venture out of the neighborhood and discover what the area has to offer. Roughly 100 mi from Upper Prince's Quarter, Dickenson Bay Beach is well worth a road trip.

What is there to do in Upper Prince's Quarter?

Guana Bay Beach is a fantastic place to begin your sightseeing adventures. Don't forget your comfy sneakers, because this neighborhood will keep you on the go.