Gregory Town Vacations from $625

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Your Gregory Town Vacation

Lock in a Gregory Town vacation package and get ready for a fabulous getaway. With a reputation for its laid-back lifestyle and friendly locals, there's tons to like about this lively city. Every trip to Gregory Town needs a well-thought-out itinerary. Fill yours with major attractions such as Glass Window Bridge, Surfers Beach and Gaulding Cay Beach. Don't delay exploring this destination any longer. Your perfect Gregory Town vacation is a couple of clicks away with Expedia.

The Latest Gregory Town vacation packages

Price found within the past 48 hours. Click for updated prices.
Daddy Joes

Daddy Joes

3 out of 5
per person
Oct 17 - Oct 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to North Eleuthera (ELH)
9.6/10 Exceptional! (123 reviews)
Property is across the street from mind-blowingly beautiful beach. Owners were welcoming and communicative about car rental, etc and food at the restaurant is great

Reviewed on Aug 3, 2025

Pink Sands Resort

Pink Sands Resort

4 out of 5
Save 100% on your flight
per person
Oct 17 - Oct 20
found 14 hours ago
Roundtrip flight included
Boston (BOS) to North Eleuthera (ELH)
8.6/10 Excellent! (118 reviews)
Very private and stunning beach!

Reviewed on Mar 16, 2025

Valentines Resort & Marina

Valentines Resort & Marina

4 out of 5
Save 100% on your flight
per person
Oct 17 - Oct 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to North Eleuthera (ELH)
8.8/10 Excellent! (221 reviews)
4th year, of 5 day stays, 4 months in a row, staying at Valentines Resort and Marina. Location and amenities were a strong 4 star in the beginning. But each year has gotten worse. Room maintenance has deteriorated but worse has been the staff and dining / bar area. Quality and speed of service and food has gotten horrible. Seems to be plenty of wait staff available but little desire to be attentive or diligent in their duties. Meanwhile menu choices have reduced and quality of food preparation has declined. Food / bar quality and service is a huge part of any resorts amenities. This decline can only be laid on management. It is a shame to see this decline as Valentines was a great experience all around. And could be again.

Reviewed on Jun 16, 2025

The Cove Eleuthera

The Cove Eleuthera

4 out of 5
Save 100% on your flight
per person
Oct 17 - Oct 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to North Eleuthera (ELH)
9.2/10 Wonderful! (250 reviews)
The Cove feels like your own tropical island. Very quiet and the food at the restaurant was fresh and delicious. If you’re looking to get away and truly relax in the peaceful Caribbean, The Cove is your place!

Reviewed on Jul 23, 2025

The Sunset Cove and Rainbow Room

The Sunset Cove and Rainbow Room

2 out of 5
per person
Nov 1 - Nov 8
found 2 hours ago
Roundtrip flight included
Boston (BOS) to North Eleuthera (ELH)
6.4/10 (19 reviews)
This property has breathing views of the ocean.

Reviewed on May 5, 2025

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Discover the most popular places to visit in Gregory Town

Tabacalera

Glass Window Bridge

Often called a natural wonder, this narrow rock wall connects North Eleuthera with its major towns and plantations to the south.

Glass Window Bridge
Nice waves, soft pink sand

Surfers Beach

If a restful vacation is part of your travel plans, Surfers Beach might be the perfect place to seek out during your trip to Gregory Town. Wander the seaside in this relaxing area.

Surfers Beach

Gaulding Cay Beach

Why not spend a carefree afternoon at Gaulding Cay Beach during your travels in Gregory Town? Wander the seaside in this relaxing area.

Gaulding Cay Beach

What to do in Gregory Town

Pink Sands Beach, Harbour Island, The Bahamas

Experience The Eleutheras and Pink Sands Beach

$439
per adult
Experience The Eleutheras and Pink Sands Beach
See all activities in Gregory Town

Gregory Town Hotel Deals

The Cove Eleuthera

The Cove Eleuthera

4 out of 5
Queen's Highway, BS, Gregory Town
9.2/10 Wonderful! (250 reviews)
"The Cove feels like your own tropical island. Very quiet and the food at the restaurant was fresh and delicious. If you’re looking to get away and truly relax in the peaceful Caribbean, The Cove is your place!"

Reviewed on Jul 23, 2025

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The Cove Eleuthera
Daddy Joes

Daddy Joes

3 out of 5
Queen's Highway North, 1 mile south of Glass Window Bridge, Gregory Town
9.4/10 Exceptional! (123 reviews)
"Property is across the street from mind-blowingly beautiful beach. Owners were welcoming and communicative about car rental, etc and food at the restaurant is great"

Reviewed on Aug 3, 2025

Get rates
Daddy Joes
Spectacular Eco Cottage, oceanfront, secret beach

Spectacular Eco Cottage, oceanfront, secret beach

Gregorytown
10/10 Exceptional! (54 reviews)
Minimalism Relaxation
"Shorebreak can take you back in time. The cottage perched above the breaking waves of the Atlantic is nothing short of breathtaking. From morning coffee to evening conversation, the back deck was a centerpiece for the house. Unfortunately, the ocean took the beach out to sea the week we were staying ..."

Reviewed on Jul 1, 2025

Get rates
Spectacular Eco Cottage, oceanfront, secret beach
See all 509 properties in Gregory Town
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.

Gregory Town Beach Vacation

Bliss out along the shoreline and feel the sea breeze whip through your hair during your Gregory Town vacation. If you're a first-timer, why not hunt for some seashells as a souvenir of your trip to Gregory Town? Stay near Surfers Beach, a popular strip of coast only 4 miles (6 km) from the center. We also offer fantastic Gregory Town vacation deals closer to Gaulding Cay Beach, another terrific option.

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Frequently asked questions

How much does a Gregory Town vacation package cost?
You can grab a vacation package to this destination from $625 on Expedia. But how much your vacation to Gregory Town costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Gregory Town?
If you're looking to book a cheap Gregory Town vacation package, consider visiting in January, July and August. You'll generally find lower rates on flights and hotels during these quieter months — ideal for a budget-friendly break.
How many days is enough for Gregory Town?
Usually, a handful of days is enough to tick off the main sights during your Gregory Town vacation. But if you want to have time to rest or take day trips, consider extending your trip.
How to find the best Gregory Town package deals?
Finding a cheap Gregory Town package deal is a breeze with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your budget, apply some filters and browse what's available. You can fine-tune your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to discover the most affordable Gregory Town package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Gregory Town vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll usually score a better deal than booking each component separately. And you'll still enjoy the flexibility to create a tailored Gregory Town vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Gregory Town?
If you're considering a spur-of-the-moment Gregory Town trip, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can land amazing deals on your hotels and flights by booking ahead.
How to plan a trip to Gregory Town?

  1. Pick the ideal time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to go to Gregory Town.
  2. Calculate your budget: Make sure you have enough money to pay for everything from meals and transportation to flights and experiences. Your accommodations will probably be the biggest expense during your trip to Gregory Town.
  3. Organize your Gregory Town escape with our trip planning tool: Look for and book accommodations and things to do all in one place. You can also collaborate with family and friends to plan an unforgettable trip to Gregory Town together.
  4. Determine how many days away: Start by listing all the activities and sights you want to experience in Gregory Town. Then, estimate how long you'll need at each, along with any travel time.
  5. Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a personalized Gregory Town vacation package.
  6. Book experiences or activities ahead of time: Whether it's entrance to a big attraction or a walking tour, you won't have to worry about missing out on the highlights of Gregory Town. Find all the fun things to do in Gregory Town with our dedicated travel guide.

Does Expedia offer Book Now, Pay Later Gregory Town vacation packages?
Set off on your dream trip to Gregory Town with Expedia's Book Now, Pay Later vacations. There's no need to scrimp and save or wait until your next payday — we've joined forces with online lender Affirm to give you more financial flexibility. Our vacation packages with payment plans mean you can spread the cost over 3, 6 or 12 months. With no late payment fees or extra charges, you can easily budget for your trip and snag great 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.