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Book Exclusive Simpson Bay Vacation Packages

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Where to stay in Simpson Bay: Best areas for travelers

Simpson Bay flight + hotel packages

Belmond La Samanna

2021 Simpson Bay vacations

Belmond La Samanna
La Playa Orient Bay

Top Simpson Bay hotels deals

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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 in Simpson Bay


Frequently asked questions

How much are vacation packages to Simpson Bay?
With a Travelocity vacation package, you can live it up in Simpson Bay for as low as $1,865. Flights, hotels and experiences — we’ve got you. You’re bound to save loads just by combining your bookings together. And with everything taken care of before you go, you won’t have a care in the world.
How long should my Simpson Bay vacation be?
If you’re looking for some guidance, most travelers spend approximately 4 nights vacationing in Simpson Bay. But to uncover the true spirit of this destination, stay a bit longer. You’ll be able to see more and really take in the local culture.
Where can I get the best vacation package deals for Simpson Bay?
Travelocity is where to go to score a terrific Simpson Bay package deal. Select from 400 air carriers and 665,000 properties all over the globe and craft a travel itinerary that suits your style. With this amount of choice at your fingertips, it’s easy to organize your next big escape.
Why should I book my Simpson Bay vacation package with Travelocity?
Fantastic savings, countless enticing destinations and 24/7 customer service — that’s why. And with our Price Match Guarantee, you can rest easy knowing that you’ll always score the best possible deal with Travelocity.
Can I save money on my Simpson Bay car rental if I combine it with hotels and flights?
Certainly. And our Simpson Bay vacation packages are the perfect way to do it. With only a few clicks you can save money and time by booking everything in one place. Collect the keys to your rental car then set your own course. Looking for things to do? Add a few tours to your package and make savings on those too.
What is the best time of year to go to Simpson Bay?
If a tight budget is what’s driving your decision making, you’ll score the best prices in September. February is the costliest month. Most visitors venture here during August, July, June. If you prefer to avoid peak time, it’s likely to be more peaceful around January, October, December.
Which airport is best for Simpson Bay?
Philipsburg (SXM-Princess Juliana Intl.) is the gateway for travelers jetting to Simpson Bay. Once you touch down, you’ll be 1 mi west of the center of town.
What is there to do in Simpson Bay?
Kim Sha Beach deserves a spot on your must-see list. After you’ve checked off this renowned attraction, simply roam through the streets of Simpson Bay and learn what really makes this vibrant place tick.
Where should I stay when visiting Simpson Bay?
Many travelers like to spend their evenings in Pelican Key. Lock in a room at the Simpson Bay Beach Resort and Marina (4.0 stars) or the Flamingo Beach Resort by Diamond Resorts (3.5 stars) and you’ll no doubt have a comfortable night’s sleep.

^Savings based on all package bookings with Flight + Hotel made on from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.