Boston Bay Vacations from $303

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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.
Paris Las Vegas Resort & Casino

Paris Las Vegas Resort & Casino

4 out of 5
Las Vegas Strip
Price was $843, price is now $303 per person
$303
per person
Nov 16 - Nov 19
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Las Vegas (LAS)
8/10 Very Good! (24,028 reviews)
The room itself was clean but extremely dated in all aspects.

Reviewed on Oct 10, 2025

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
Price was $22,873, price is now $10,751 per person
$10,751
per person
Dec 4 - Dec 9
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
8/10 Very Good! (1 review)
President Hotel

President Hotel

3.5 out of 5
South Beach
Price was $1,592, price is now $765 per person
$765
per person
Dec 4 - Dec 9
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
8.4/10 Very Good! (1,825 reviews)
Me gustó bastante la habitación con balcón, cómoda, amplia y con un baño grande...

Reviewed on Oct 9, 2025

The Penguin Hotel

The Penguin Hotel

3.5 out of 5
South Beach
Price was $1,451, price is now $704 per person
$704
per person
Dec 4 - Dec 9
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
8.2/10 Very Good! (1,440 reviews)
It was across the beach and near Starbucks and other places that we want to visit like Versace mansion. Everyone were friendly especially Carmen at the front desk. Carmen was helpful

Reviewed on Oct 9, 2025

Broadmore Miami Beach

Broadmore Miami Beach

3.5 out of 5
North Beach
Save 100% on your flight
Price was $647, price is now $318 per person
$318
per person
Dec 11 - Dec 16
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
5.6/10 (359 reviews)
A lil out dated but nice

Reviewed on Oct 6, 2025

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Boston Bay Hotel Deals

Rasta Villa B&B

Rasta Villa B&B

Fair Prospect
$203 nightly
The price is $203 total per night from Oct 11 to Oct 12
$203 total
Oct 11 - Oct 12
Total with taxes and fees
6/10 (1 review)
Nice property and place to stay with few little exceptions
"The property is beautiful. You are on a hill top so you have a nice view to see the Ocean from a distance. bigga owner was great, very friendly and accommodating. There is area for cooking. The rooms are nice and big. The only thing i have to say that isnt good is that my room and a few of the other ..."

Reviewed on May 12, 2025

Rasta Villa B&B
Sea Cliff Resort

Sea Cliff Resort

3 out of 5
Ross Craig, Long Bay, Portland
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $134 total per night from Oct 11 to Oct 12
$134 total
Oct 11 - Oct 12
Total with taxes and fees
8/10 Very Good! (158 reviews)
"Sea Cliff is the ideal escape. It’s me second stay here and I’ll definitely be back again. The view from the room is to die for."

Reviewed on Oct 6, 2025

Sea Cliff Resort
Jamaica Palace Hotel

Jamaica Palace Hotel

3.5 out of 5
Williamsfield, Port Antonio, Portland
Fully refundableReserve now, pay when you stay
$184 nightly
The price is $204 total per night from Oct 11 to Oct 12
$204 total
Oct 11 - Oct 12
Total with taxes and fees
8.2/10 Very Good! (255 reviews)
"Healthy breakfast"

Reviewed on Sep 30, 2025

Jamaica Palace Hotel
See all 273 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.

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 $303 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.
  5. 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.
  6. 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.