Simms Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Top Simms Vacation Deals

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

Country Cove

3 out of 5
Price was CA $830, price is now CA $754 per person
CA $754
per person
Nov 4 - Nov 9
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Deadman's Cay (LGI)
9.8/10 Exceptional! (11 reviews)
My second stay. I especially liked proximity to Deans Blue Hole and Lloyds. Very cozy & comfortable.

Reviewed on Jul. 16, 2025

Harbor Breeze Villas

Harbor Breeze Villas

2.5 out of 5
Price was CA $1,111, price is now CA $910 per person
CA $910
per person
Nov 4 - Nov 9
found 1 day ago
Roundtrip flight included
Toronto (YTO) 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

Stella Maris Resort Club

Stella Maris Resort Club

3 out of 5
Price was CA $1,157, price is now CA $993 per person
CA $993
per person
Nov 8 - Nov 12
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Stella Maris (SML)
8.6/10 Excellent! (57 reviews)
Really beautiful location. Hope to come back soon.

Reviewed on Mar. 6, 2025

Gems at Paradise Beach Hotel

Gems at Paradise Beach Hotel

3 out of 5
Price was CA $1,175, price is now CA $1,026 per person
CA $1,026
per person
Nov 4 - Nov 9
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Deadman's Cay (LGI)
9.2/10 Wonderful! (19 reviews)

Ready to book your vacation to Simms?

 

Choose your dates

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
The price is CA $416 per night from Aug 21 to Aug 22
CA $416
CA $474 total
Aug 21 - Aug 22
includes taxes & 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
The price is CA $732 per night from Aug 21 to Aug 22
CA $732
CA $854 total
Aug 21 - Aug 22
includes taxes & 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! (124 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

Get rates
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Simms vacation package cost?
You'll find cheap prices from CA $754 on Expedia for your Simms getaway. However, factors like the season, choice of hotel and length of stay will influence how much your vacation to Simms costs.
What are the cheapest months to go to Simms?
You can generally find lower rates and greater availability in April, September and October. Explore our cheap Simms vacation packages and you could score some excellent off-season deals.
How many days is enough for Simms?
With a well-organized travel plan, you can easily hit the most popular Simms attractions in a few days. But if you'd like to explore off the beaten track or go on day tours, consider booking your Simms vacation for longer.
How to find the best Simms package deals?
Start your search for a Simms package deal by entering your destination and preferred trip dates under our "Packages" tab. Then add a few filters, like "Property type" and "Guest rating," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the perfect Simms package deal straight away, just tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Simms escape underway.
Is it cheaper to book a Simms vacation as a package?
You can enjoy significant savings on your Simms getaway by booking a customized vacation package. Click on the "Package" heading, then select your travel dates and destination to see some great airfares and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Simms?
If you've got your Simms vacation dates locked in, book early to score some fantastic deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are great for impromptu escapes.
How to plan a trip to Simms?

  1. Pick the perfect time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to visit Simms.
  2. Plan your budget wisely: On top of the cost of your accommodations, you should factor in other expenses. These include food, transportation and flights. Also, put aside some extra funds for unexpected costs that could crop up during your trip to Simms.
  3. Decide how long to go away for: Now that you're up to speed on Simms, you can work out the perfect length of your vacation. Pull together a rough plan and allocate enough time for all the things you want to do.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a tailored Simms vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.