Simpson Bay Trips (flight + hotel)

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Simpson Bay Beach Vacation

There's nothing like a Simpson Bay vacation to put a spring in your step. The soothing sound of rolling surf and the smell of salty sea air are sure to rejuvenate your mind and body. To be close to the city center on your trip to Simpson Bay, find a hotel around Simpson Bay Beach (just 2 kilometers away). If you're planning to stay for a while, take a peek at our Simpson Bay vacation deals. Not only will you be able to save cash, you'll also have other amazing beaches near you to explore, like Kim Sha Beach and Lay Bay Beach.

Things You Should Know About Simpson Bay

  • Why not think about Simpson Bay beach hotels for your next vacation? See what's available — there's nothing like staying at just minutes from the water.
  • If your idea of an amazing beach vacation involves staying in one of our villas, Cocovaa or The Morgan Resort & Spa will suit you perfectly.

Top hotels in Simpson Bay

The Morgan Resort Spa Village
The Morgan Resort Spa Village
4 out of 5
2 Beacon Hill Road, Simpson Bay
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (1,698 reviews)
"Beautiful Resort. Great Staff. Everyone is so nice, helpful and polite. There’s absolutely nothing bad I could say about this place. I’m already planning to cone back"

Reviewed on Jun 20, 2025

Get rates
The Morgan Resort Spa Village
Simpson Bay Resort, Marina & Spa
Simpson Bay Resort, Marina & Spa
4 out of 5
Billy Folly Road 37, Simpson Bay
Fully refundableReserve now, pay when you stay
The price is P7,112 per night from Jun 24 to Jun 25
P7,112
P8,534 total
Jun 24 - Jun 25
includes taxes & fees
8.8/10 Excellent! (1,152 reviews)
"We really enjoyed our stay."

Reviewed on Jun 20, 2025

Simpson Bay Resort, Marina & Spa
Hilton Vacation Club Flamingo Beach St. Maarten
Hilton Vacation Club Flamingo Beach St. Maarten
4 out of 5
Pelican Key, Simpson Bay, 6 Billy Folly, Simpson Bay
Fully refundableReserve now, pay when you stay
The price is P9,251 per night from Jun 30 to Jul 1
P9,251
P11,215 total
Jun 30 - Jul 1
includes taxes & fees
9/10 Wonderful! (1,052 reviews)
"Amazing stay. I loved the easy access to the beach. Parking was close. Staff was friendly and our room was clean and fully stocked. Will definitely return"

Reviewed on Jun 21, 2025

Hilton Vacation Club Flamingo Beach St. Maarten
See all 430 properties in Simpson Bay
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.

Frequently asked questions

How much does a Simpson Bay vacation package cost?
You'll find cheap prices on Expedia for your Simpson Bay getaway. However, factors like the season, choice of hotel and length of stay will influence how much your vacation to Simpson Bay costs.
What are the cheapest months to go to Simpson Bay?
September, October and November are the best times to look for cheap Simpson Bay vacation packages. Traveling in quieter periods means you can generally find reduced prices on flights and accommodations.
How many days is enough for Simpson Bay?
We recommend booking a Simpson Bay vacation for at least 4 days. This will allow you plenty of time to visit top sights such as Kim Sha Beach and Lay Bay Beach, and also explore neighborhoods like Pelican Key and Upper Prince's Quarter. You could even fit in a day trip outside of Simpson Bay.
Is it worth booking a vacation package to Simpson Bay?
Well known for its coastal beaches and home to leading attractions like Simpson Bay Beach, a Simpson Bay vacation is sure to impress. Another top sight worth exploring? Don't miss Flamingo Beach.
How to find the best Simpson Bay package deals?
Start your search for a Simpson Bay package deal by entering your preferred travel dates and destination under our "Packages" tab. Then add a few filters, like "Property type" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the ideal Simpson Bay package deal right away, just change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Simpson Bay adventure off to a flying start.
Is it cheaper to book a Simpson Bay vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging stays and flights individually. Better still, you can customize your Simpson Bay escape to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Simpson Bay?
If you're considering a spontaneous Simpson Bay trip, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can land sensational deals on your hotels and flights by booking ahead.
How to plan a trip to Simpson Bay?

  1. Choose your travel dates: What you want to do in Simpson Bay and your favorite season will help you decide when to travel.
  2. Calculate your budget: Ensure you have enough money to cover everything from transportation and meals to flights and activities. Your hotel will likely be the largest expense during your trip to Simpson Bay.
  3. Decide how long to go away for: Now that you're up to speed on Simpson Bay, you can work out the ideal length of your break. Pull together a rough itinerary and give yourself enough time for all the things you want to do.
  4. Bundle your airfare and accommodations: After you've nailed down your trip dates and duration, lock in the perfect Simpson Bay vacation package for you.

What to do in Simpson Bay

Little Bay

Anguilla Getaway Cruise

P7,809
per adult
90% of travellers recommend
Anguilla Getaway Cruise
Lunch at Meads BAy

Ultimate Prickly Pear and Anguilla Experience

P8,371
per adult
80% of travellers recommend
Ultimate Prickly Pear and Anguilla Experience
Tango Sunset Dinner Cruise

Tango Sunset Cruise with Caribbean Dinner & Open Bar

P4,775
per adult
94% of travellers recommend
Tango Sunset Cruise with Caribbean Dinner & Open Bar
See all activities in Simpson Bay
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.