Jennings Vacations from $1,349

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Your Jennings Vacation

Pick a Jennings vacation package and focus on what matters — having fun. No more planning headaches, just a lot more free time to immerse yourself in the best parts of this fascinating city, such as its rich history and friendly locals. If your trip to Jennings includes some sightseeing, check out renowned attractions like Hermitage Bay, Valley Church Beach and Darkwood Beach. A few quick clicks is all it takes to craft a tailored Jennings vacation on Expedia.

The Latest Jennings vacation packages

Price found within the past 48 hours. Click for updated prices.
The Verandah Antigua - All Inclusive - Adults Only

The Verandah Antigua - All Inclusive - Adults Only

4 out of 5
Save 100% on your flight
Price was $2,485, price is now $1,349 per person
$1,349
per person
Dec 11 - Dec 15
found 14 hours ago
Roundtrip non-stop flight included
Boston (BOS) to St. John's (ANU)
8.6/10 Excellent! (545 reviews)
I had an amazing time at this resort. Staff were helpful and very friendly.

Reviewed on Sep 16, 2025

Pineapple Beach Club Antigua - Adults Only – All Inclusive

Pineapple Beach Club Antigua - Adults Only – All Inclusive

4 out of 5
Price was $3,366, price is now $1,671 per person
$1,671
per person
Dec 13 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. John's (ANU)
8.4/10 Very Good! (835 reviews)
This was a fun resort, lots of activities available! The food is pretty good as well! The rooms are nice and cleaned daily, I really enjoyed my stay!

Reviewed on Sep 26, 2025

Hammock Cove Antigua - All Inclusive - Adults Only

Hammock Cove Antigua - All Inclusive - Adults Only

5 out of 5
Save 100% on your flight
Price was $6,509, price is now $3,846 per person
$3,846
per person
Nov 13 - Nov 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. John's (ANU)
9.8/10 Exceptional! (116 reviews)
Resort is nice newer but overpriced for Caribbean. Stuff not friendly at all. Food average. So sad that Caribbean getting so expensive but not nearly keeping up with service. For same price you can go to Maldives or anywhere in Asia and get much better views, experience and service. Truly 5 to 6 stars. Here with service nearly getting to 4 stars. But you have to take this review comparing apple to apple. Vilas with privet pool and butler. Wasn’t impressed at all.

Reviewed on Sep 9, 2025

St. James's Club Antigua - All Inclusive

St. James's Club Antigua - All Inclusive

4 out of 5
Save 100% on your flight
Price was $3,256, price is now $2,003 per person
$2,003
per person
Nov 13 - Nov 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. John's (ANU)
8.4/10 Very Good! (762 reviews)
Hotel is dated needs upgrade, lack entertainment for guest,beach being worked on for excessive sea weeds.i would grade it a ⭐️ ⭐️ ⭐️ Hotel.

Reviewed on Aug 4, 2025

COCOS Hotel - Adults Only - Caters to Couples - All Inclusive

COCOS Hotel - Adults Only - Caters to Couples - All Inclusive

4 out of 5
Save 100% on your flight
Price was $4,951, price is now $3,097 per person
$3,097
per person
Dec 28 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. John's (ANU)
9.4/10 Exceptional! (758 reviews)
Beach, restaurant and balcony views are out of this world. The rooms were lovely and the outdoor shower was very cool and romantic. Great service from the whole resort, the wait staff and bartenders were excellent.

Reviewed on Sep 28, 2025

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Discover the most popular places to visit in Jennings

Hermitage Bay

4.5/5(49 reviews)

Explore the waterfront of Hermitage Bay and enjoy other activities such as boating in Jennings. Amble around this romantic area's beautiful beaches and enjoy its top-notch restaurants.

Hermitage Bay

What to do in Jennings

Horseback Riding at Sandy Beach in Antigua

Horseback Riding at Hawksbill Beach in Five islands Antigua

$120
per adult
Horseback Riding at Hawksbill Beach in Five islands Antigua
Power 360 Catamaran Cruise Antigua

Power 360 Catamaran Cruise Antigua

$148
per adult
92% of travellers recommend
Power 360 Catamaran Cruise Antigua
Turtle Beach Power Snorkeling Adventure

Turtle Beach Power Snorkeling Adventure

$125
per adult
94% of travellers recommend
Turtle Beach Power Snorkeling Adventure
See all activities in Jennings

Jennings Hotel Deals

Hermitage Bay - All Inclusive

Hermitage Bay - All Inclusive

4.5 out of 5
Hermitage Bay, Jennings New Extension, Jennings, Saint Mary
$2,036 nightly
The price is $2,362 total per night from Oct 14 to Oct 15
$2,362 total
Oct 14 - Oct 15
Total with taxes and fees
9.8/10 Exceptional! (32 reviews)
"Outstanding"

Reviewed on Aug 24, 2025

Hermitage Bay - All Inclusive
Royalton CHIC Antigua, An Autograph Collection All-Inclusive Resort – Adults Only

Royalton CHIC Antigua, An Autograph Collection All-Inclusive Resort – Adults Only

4.5 out of 5
Halcyon Road, St. John's, Saint John
$392 nightly
The price is $392 total per night from Oct 14 to Oct 15
$392 total
Oct 14 - Oct 15
Total with taxes and fees
7.4/10 Good! (456 reviews)
"Vibe team is fun , the shows and activities were also fun, and it’s nice to be able to go from the ocean to the pool and bar"

Reviewed on Oct 4, 2025

Royalton CHIC Antigua, An Autograph Collection All-Inclusive Resort – Adults Only
Royalton Antigua, An Autograph Collection All-Inclusive Resort

Royalton Antigua, An Autograph Collection All-Inclusive Resort

4.5 out of 5
Five Islands VIllage, St. John's, Saint John
Fully refundableReserve now, pay when you stay
$347 nightly
The price is $347 total per night from Oct 14 to Oct 15
$347 total
Oct 14 - Oct 15
Total with taxes and fees
7.2/10 Good! (1,001 reviews)
"Too many cats and dogs around"

Reviewed on Oct 2, 2025

Royalton Antigua, An Autograph Collection All-Inclusive Resort
See all 905 properties in Jennings
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.

Jennings Essential Information

Language
English
Currency
East Caribbean dollars
Closest Airport
V.C. Bird Intl. Airport (ANU)
Max Temp Winter
80ºF
Max Temp Summer
80ºF
Top Sights
Valley Church Beach, Fryes Beach and Carlisle Bay Beach

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Frequently asked questions

How much does a Jennings vacation package cost?
You can grab a vacation package to this top destination from $1,349 on Expedia. But how much your vacation to Jennings costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Jennings?
You can usually find lower prices and greater availability in September, October and December. Browse our cheap Jennings vacation packages and you could score some great off-season discounts.
How many days is enough for Jennings?
The ideal length of your Jennings vacation depends on what you'd like to see. Usually, a few days to a week will give you enough time to tick off all the main attractions and explore some hidden gems along the way.
How to find the best Jennings package deals?
Use Expedia's filter tool to find some tempting Jennings package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or search for Jennings package deals in the off-peak season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book a Jennings vacation as a package?
You can enjoy significant savings on your Jennings break by booking a customized vacation package. Click on the "Package" heading, then enter your destination and travel dates to see some great flight 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 Jennings?
Land incredible bargains by reserving your flights early with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for an impromptu Jennings getaway.
How to plan a trip to Jennings?

  1. Choose your dates: What you want to do in Jennings and your favorite season can help you decide when to go.
  2. Budget wisely: As well as the cost of your hotel, you'll need to factor in other expenses. These include food, transportation and flights. Also, set aside some extra funds for unexpected costs that may arise during your trip to Jennings.
  3. Organize your Jennings getaway with Expedia's trip planning tool: Search for and book accommodations and things to do all in one place. You can also collaborate with your group to plan an unforgettable trip to Jennings together.
  4. Decide your trip length: Consider how long you want to spend discovering Jennings. Plan your itinerary so you can get to all the attractions and activities you're interested in without rushing.
  5. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to find a Jennings vacation package that brings all your bookings together.
  6. Book experiences or activities ahead of time: Whether it's entrance to a major attraction or a walking tour, you won't have to worry about missing out on the best Jennings has to offer. Find all the incredible things to do in Jennings with our dedicated travel guide.

Does Expedia offer Book Now, Pay Later Jennings vacation packages?
If you're anything like us, you love traveling the world but don't love the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the cost of your Jennings trip over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure great vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.