Simms Vacations from $654

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The Latest Simms vacation packages

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

Harbor Breeze Villas

2.5 out of 5
Price was $743, price is now $654 per person
$654
per person
Sep 22 - Sep 26
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Deadman's Cay (LGI)
9.6/10 Exceptional! (97 reviews)
The property was not busy and the staff were very attentive. There were no concerns to note. A very nice Resort for total relaxation.

Reviewed on Aug 13, 2025

Gems at Paradise Beach Hotel

Gems at Paradise Beach Hotel

3 out of 5
Price was $994, price is now $870 per person
$870
per person
Oct 16 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Deadman's Cay (LGI)
9.2/10 Wonderful! (19 reviews)
Stella Maris Resort Club

Stella Maris Resort Club

3 out of 5
Price was $1,869, price is now $1,637 per person
$1,637
per person
Sep 22 - Sep 26
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Stella Maris (SML)
8.6/10 Excellent! (57 reviews)
Really beautiful location. Hope to come back soon.

Reviewed on Mar 6, 2025

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Simms Hotel Deals

Cape Santa Maria Beach Resort

Cape Santa Maria Beach Resort

3 out of 5
Li 30117 Queen Highway, Galliot Cay, Long Island
$312 nightly
The price is $342 total per night from Aug 23 to Aug 24
$342 total
Aug 23 - Aug 24
Total with taxes and fees
9.4/10 Exceptional! (74 reviews)
"Wonderful"

Reviewed on Jul 5, 2025

Cape Santa Maria Beach Resort
Stella Maris Resort Club

Stella Maris Resort Club

3 out of 5
Ocean View Drive, Stella Maris, Long Island
$560 nightly
The price is $616 total per night from Aug 27 to Aug 28
$616 total
Aug 27 - Aug 28
Total with taxes and fees
8.6/10 Excellent! (57 reviews)
"Amazing staff!!"

Reviewed on Mar 22, 2025

Stella Maris Resort Club
Private Beautiful Cottage with your own cove

Private Beautiful Cottage with your own cove

Long Island
10/10 Exceptional! (125 reviews)
"Most beautiful location ever. Amazing hosts they were very helpful and made sure we had everything we needed. Very beautiful relaxing place to visit. They are no words to explain the way you feel here. Everyone needs to experience this escape from the hustle and bustle of the world. No worries and ..."

Reviewed on Aug 17, 2025

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Private Beautiful Cottage with your own cove
See all 47 properties in Simms
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.

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Frequently asked questions

How much does a Simms vacation package cost?
You'll find cheap prices from $654 on Expedia for your Simms escape. However, factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Simms costs.
What are the cheapest months to go to Simms?
If you'd like to score a cheap Simms vacation package, consider traveling in December, January and February. You'll generally find better rates on hotels and airfares during these quieter months — perfect for travelers wishing to save money.
How many days is enough for Simms?
Usually, a handful of days is enough to explore the top attractions during your Simms vacation. But if you'd like to have time to relax or go on day tours, consider extending your itinerary.
How to find the best Simms package deals?
Start your search for a Simms package deal by entering your preferred travel dates and destination under our "Packages" tab. Then select a few filters, like "Guest rating" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect Simms package deal straight away, just tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Simms getaway off to a flying start.
Is it cheaper to book a Simms vacation as a package?
You can enjoy significant savings on your next Simms break by booking a customized vacation package. Click on the "Package" heading, then enter your travel dates and destination to browse the best hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Simms?
Land incredible bargains by booking your flights early with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for a spur-of-the-moment Simms trip.
Does Expedia offer Book Now, Pay Later Simms vacation packages?
Jet off on your dream getaway to Simms with our Book Now, Pay Later vacations. No need to save like crazy or wait until your next paycheck — we've teamed up with online lender Affirm to offer you flexibility and choice. Our vacation packages with payment plans let you spread the total cost across 3, 6 or 12 months. With no hidden or late payment fees, it's easy to stick to your budget and snap up cheap deals before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.