Boston Bay Vacations from $472

Book a Hotel + Flight or Car together to unlock savings

Your Boston Bay Vacation

Take the worry out of planning your next big adventure with a Boston Bay vacation package. Whether you're lured here by its art, food, architecture or other highlights, this city offers endless possibilities for fun. Any trip to Boston Bay needs a well-crafted itinerary. Fill yours with leading attractions like Boston Bay Beach, Blue Lagoon and Frenchmans Cove Beach. Expedia will help you escape the everyday. Tailor your vacation to Boston Bay to match your travel style, whatever that may look like.

The Latest Boston Bay vacation packages

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

Harrah’s Las Vegas – A Caesars Rewards Destination

Las Vegas Strip

$472

per person

Oct 11 - Oct 14

found 1 day ago

Roundtrip flight included

Dallas (DAL) to Las Vegas (LAS)

8.2/10 Very Good! (16,422 reviews)

SIRTAJ - Beverly Hills

South of Wilshire

$626

per person

Oct 17 - Oct 21

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Los Angeles (LAX)

8.2/10 Very Good! (1,012 reviews)

1 Hotel Brooklyn Bridge

$2,266

per person

Oct 14 - Oct 19

found 1 day ago

Roundtrip flight included

Dallas (DFW) to New York (JFK)

9/10 Wonderful! (1,005 reviews)

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

$13,071

per person

Oct 14 - Oct 21

found 1 day ago

Roundtrip flight included

Dallas (DAL) to Miami (MIA)

8/10 Very Good! (1 review)

Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....

Reviewed on Jun 22, 2016

Elita Hotel

East Fort Lauderdale

Save 100% on your flight

$647

per person

Sep 29 - Oct 6

found 1 day ago

Roundtrip flight included

Dallas (DAL) to Miami (MIA)

8.4/10 Very Good! (182 reviews)

Great stay, would definitely return.

Reviewed on Aug 28, 2026

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Boston Bay Hotel Deals

Private Oasis - Portland’s Coastal Gated Hideaway

Fair Prospect Portland Parish

$89 nightly

$89 total

Sep 16 - Sep 17

Total with taxes and fees

10/10 Exceptional! (1 review)

"The listing didn’t really represent this quant hideaway. I grew up in this community so it was great visiting and have this place to decompress and chill. Very cute spot, the host was super, asked if I needed anything at the store and he was very available to assist as needed, I had my ex to assist ..."

Reviewed on Jul 21, 2026

Sea Cliff Resort

Ross Craig Long Bay Portland

Fully refundable

$136 nightly

$149 total

Aug 31 - Sep 1

Total with taxes and fees

Jamaica Palace Hotel

Williamsfield Port Antonio Portland

Fully refundableReserve now, pay when you stay

$132 nightly

$148 total

Sep 24 - Sep 25

Total with taxes and fees

8.2/10 Very Good! (352 reviews)

"The property was well maintained but the room was extremely outdated. I had roaches on The bathroom and a lone lizard living in the room. The food was not good. The Jamaican breakfast was hit or miss good the first day then dry and flavorless the next day. The meal service was also extremely slow ..."

Reviewed on Aug 27, 2026

See all 279 properties in Boston Bay

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 Boston Bay Vacation Packages

Boston Bay Essential Information

Language	English
Currency	Jamaican dollars
Max Temp Winter	80ºF
Max Temp Summer	85ºF
Top Sights	Frenchmans Cove Beach, Trident Castle and Boston Bay Beach

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Frequently asked questions

How much does a Boston Bay vacation package cost?

Offering excellent value package deals from $472 on Expedia, you'll be surprised at how little a vacation to Boston Bay costs! Our packages simplify travel planning and maximize your savings.

What are the cheapest months to go to Boston Bay?

If you're looking to book a cheap Boston Bay vacation package, consider planning a trip in September, November and December. You'll generally find better rates on hotels and flights during these months — perfect for a budget-friendly break.

How many days is enough for Boston Bay?

The ideal length of your Boston Bay vacation depends on what you'd like to do and see. Generally, a few days to a week will give you time to hit all the major sights and discover some hidden spots along the way.

How to find the best Boston Bay package deals?

Begin your search for a Boston Bay package deal by entering your destination and travel dates under our "Packages" tab. Then apply a few filters, like "Property type" and "Amenities," to fine-tune 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 ideal Boston Bay package deal right away, just play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Boston Bay adventure underway.

Is it cheaper to book a Boston Bay vacation as a package?

An Expedia vacation package could land you great savings when compared to arranging flights and accommodations separately. Better still, you can personalize your Boston Bay getaway to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.

When to book a vacation package to Boston Bay?

Enjoy amazing discounts 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 Boston Bay escape.

How to plan a trip to Boston Bay?

Choose when to get away: Check your calendar and get your bags packed. Your preferred time of year and the activities available will also help you decide when to vacation in Boston Bay.
Set a budget: Factor in expenses like transportation, flights and meals when working out how much to set aside for your trip to Boston Bay. Then, select a property that fits your budget, whether that's an economical option or a swankier getaway.
Organize your Boston Bay getaway with Expedia's trip planning tool: Search for and book hotels and things to do all in one place. You can also collaborate with your group to plan an unforgettable trip to Boston Bay together.
Decide your trip length: Consider how much time you'd like to spend exploring Boston Bay. Plan your itinerary so you can get to all the attractions and experiences you're interested in without rushing.
Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to pick a Boston Bay vacation package that brings all your bookings together.
Add on excursions and experiences: Have a look at our dedicated travel guide to find some fun things to do in Boston Bay. Book tickets or make reservations in advance to save time and avoid the stress of trying to find activities when you arrive.

Does Expedia offer Book Now, Pay Later Boston Bay vacation packages?

Your Boston Bay trip is meant to be an escape from your daily routine, not a source of money worries. So to give you a bit more flexibility, we've partnered with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.

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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.