Jennings Vacations from $1,411
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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
$1,411
per person
Oct 25 - Oct 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. John's (ANU)
8.6/10 Excellent! (636 reviews)
Excellent service, staff and accommodation.
Beautiful resort in paradise
Reviewed on Aug 21, 2026
Galley Bay Resort & Spa - All inclusive
Five Islands Village
$2,619
per person
Oct 25 - Oct 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. John's (ANU)
9.4/10 Exceptional! (485 reviews)
Amazing food, great staff, wonderful beach, excellent service, spacious rooms with perfect views, private
Reviewed on Aug 24, 2026
Stay near popular Jennings attractions
Hermitage Bay
8.8/10 (224 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.
What to do in Jennings
Power 360 Catamaran Cruise Antigua
$148
per adult
92% of travellers recommend
St. John's,Antigua Horse Back Riding & bareback swim & Fort beach
$136
per adult
Jennings Hotel Deals
Hermitage Bay – Antigua and Barbuda
Hermitage Bay, Jennings New Extension Jennings Saint Mary
$1,963 nightly
$2,274 total
Aug 26 - Aug 27
Total with taxes and fees
Chenko Villas & Cars
Montero Road Jennings St. Mary's
10/10 Exceptional! (3 reviews)
"In a quiet hideaway. Everything was amazing! A home away from home. I Will be staying there again on my next return."
Reviewed on Aug 24, 2026
Royalton CHIC Antigua, An Autograph Collection All-Inclusive Resort – Adults Only
Halcyon Road St. John's Saint John
Fully refundableReserve now, pay when you stay
$414 nightly
$414 total
Sep 8 - Sep 9
Total with taxes and fees
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.
Find the Best Jennings Vacation Packages
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 $1,411 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?
- Choose your dates: What you want to do in Jennings and your favorite season can help you decide when to go.
- 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.
- 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.
- 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.
- 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.
- 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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
