Boston Bay Holidays

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    Save up to S$134 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Top hotels in Boston Bay

Sea Cliff Resort
Sea Cliff Resort
3 out of 5
Ross Craig, Long Bay, Portland
Fully refundable
8/10 Very Good! (136 reviews)
"Friendly staff, clean property but most of all the location is just beautiful and breathtaking"

Reviewed on 24 May, 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
The price is S$262 per night from 16 Jun to 17 Jun
S$262
16 Jun - 17 Jun
includes taxes & fees
8.2/10 Very Good! (230 reviews)
"Beautiful property, the gardens surrounding the property are immaculate. This is a classic old hotel with art work in abundance everywhere, classic period furnishings are priceless. The staff was very friendly and welcoming. Breakfast was sumptuous. We had dinner there twice and the food was delicious. ..."

Reviewed on 10 May, 2025

Jamaica Palace Hotel
LF Jungle Retreat
LF Jungle Retreat
3 out of 5
Lots 32-40, Willamsfield, Port Antonio
Fully refundableReserve now, pay when you stay
The price is S$126 per night from 22 Jun to 23 Jun
S$126
22 Jun - 23 Jun
includes taxes & fees
9/10 Wonderful! (19 reviews)
"Peaceful trip. Enjoyed it. Would stay again"

Reviewed on 31 May, 2025

LF Jungle Retreat
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.

Frequently asked questions

How much does a Boston Bay holiday package cost?
Offering excellent value package deals on Expedia, you’ll be surprised at how little a holiday to Boston Bay costs! Our packages simplify travel planning and maximise your savings.
What are the cheapest months to go to Boston Bay?
If you’re looking to score a cheap Boston Bay holiday package, consider travelling in January, May and September. You’ll typically find lower prices on airfares and hotels during these months — ideal for a budget-friendly break.
How many days is enough for Boston Bay?
Generally, a handful of days is enough to tick off the main attractions during your Boston Bay holiday. But if you prefer to have some time to rest or take day trips, think about extending your itinerary.
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 holiday as a package?
An Expedia holiday package could land you great savings when compared to arranging flights and accommodation separately. Better still, you can personalise 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 holiday 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. Pick the perfect time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to travel to Boston Bay.
  2. Calculate your budget: Ensure you have enough money to pay for everything from transportation and dining out to activities and flights. Your hotel will likely be the biggest expense during your trip to Boston Bay.
  3. Set the duration of your trip: Start by listing all the activities and sights you want to get to in Boston Bay. Then, estimate how long you’ll need at each, as well as any travel time.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that’s left is to pick a Boston Bay holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.