Chesters Vacation Packages
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Your Chesters Vacation
Our Chesters vacation packages offer endless opportunities to discover new sights, sounds and sensations. And with all the planning taken care of, you can chill out and enjoy your city escape just like you deserve. Devils Backbone is just one of the big-ticket attractions to include on your itinerary during a trip to Chesters. Don't put off visiting this destination any longer. Your dream Chesters vacation is a few quick clicks away with Expedia.
Top Chesters Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Saint Francis Resort
CA $2,553
per person
Oct 17 - Oct 24
found 24 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to George Town (GGT)
9.2/10 Wonderful! (178 reviews)
10/10 — My girlfriend and I recently stayed at St. Francis Resort, and it was absolutely beautiful. If you’re looking to truly get away and experience Exuma without the crowds of a typical resort, this is the place.
The bungalow-style accommodations sit on a hillside overlooking the ocean, with solar power and rainwater catchment that add to the unique, eco-friendly feel. Just steps away is a pristine beach that we essentially had to ourselves. At times, it genuinely felt like our own private island.
You arrive by a quick boat ride from Georgetown to Stocking Island, and the staff is fantastic. Everyone was incredibly friendly, helpful, and willing to arrange anything we needed. We chose the all-inclusive option, and the food was excellent.
There’s plenty to explore. You can kayak over to Chat ’N’ Chill for fresh conch salad and a souvenir shop, or head up the shore to Coconut Club. Some guests rented their own boats, and St. Francis also has a boatman who can take you wherever you’d like to go.
Our room didn’t have a TV, but that turned out to be a positive — we actually unplugged and enjoyed the incredible surroundings.
Beautiful, peaceful, unpretentious, and a completely different experience from a conventional resort. Huge thank you to the entire staff for taking such great care of us. We would absolutely come back. 10/10!
Reviewed on Sep 6, 2026
Goldwynn Resort & Residences
The Grove
CA $4,749
per person
Nov 20 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Nassau (NAS)
9.2/10 Wonderful! (610 reviews)
The room, surrounding, beach and pool where well-kept and maintained. However there isn't much to do outside the compound as it is away from local shops and downtown. Generally friendly staff, although I did had a distasteful phone interaction with one receptionist while reporting an incident in our room, but after insisting that it has to be dealt with, management stepped in and rectified it. Overall My wife and I had a good and relaxing stay.
Reviewed on Sep 6, 2026
Ready to book your vacation to Chesters?
Chesters Hotel Deals
Chesters Bonefish Lodge
Chester's Bay Chesters Acklins Island
CA $161
CA $346 total
Sep 8 - Sep 9
includes taxes & fees
Chester's Highway Inn Bone Fish Lodge
Chester's Bay Chesters Acklins Island
4 bedroom 4 bath home in crooked island bahamas perfect for Bone fishing.
Colonel Hill Crooked Island
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 Chesters vacation package cost?
You can grab a vacation package to this destination from CA $1,300 on Expedia. But how much your vacation to Chesters costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Chesters?
To pick up cheap Chesters vacation packages, organize your trip outside of peak times such as public holidays. You'll generally find better availability and lower prices for flights and hotels.
How many days is enough for Chesters?
Generally, a handful of days is enough to check out the main sights during your Chesters vacation. But if you'd like to have time to chill out or go on day tours, think about extending your trip.
How to find the best Chesters package deals?
Start your search for a Chesters package deal by entering your destination and preferred trip dates under our "Packages" tab. Then apply some filters, like "Popular locations" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the perfect Chesters package deal straight away, just change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Chesters getaway off to a flying start.
Is it cheaper to book a Chesters vacation as a package?
You can enjoy significant savings on your Chesters getaway by booking a personalized vacation package. Click on the "Package" heading, then select your travel dates and destination to view some great airfares and hotel prices. Bundle everything into a neat 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 Chesters?
Enjoy incredible bargains by booking your flights ahead of time with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for a spur-of-the-moment Chesters vacation.
How to plan a trip to Chesters?
- Pick the ideal time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to travel to Chesters.
- Plan your budget wisely: On top of the cost of your stay, you'll need to consider other expenses. These include transportation, flights and food. Also, put aside a little extra for unexpected costs that could crop up during your trip to Chesters.
- Work out your trip length: Think about how long you'd like to spend discovering Chesters. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a leisurely pace.
- Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to find a Chesters vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
