Boston Bay Holidays from £284

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Your Boston Bay Holiday

Take the worry out of planning your next big adventure with a Boston Bay holiday 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 holiday to Boston Bay to match your travel style, whatever that may look like.

Top Boston Bay Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Le Petit
Relais de la Poste
Hotel Delle Civette
Hotel Splendide Royal - The Leading Hotels of the World
Las Vegas Hilton at Resorts World

Boston Bay Essential Information

Language
English
Currency
Jamaican dollars
Max Temp Winter
27ºC
Max Temp Summer
29ºC
Top Sights
Frenchmans Cove Beach, Trident Castle and San San Beach

Top hotels in Boston Bay

Private Oasis - Portland’s Coastal Gated Hideaway

Private Oasis - Portland’s Coastal Gated Hideaway

Fair Prospect Portland Parish
Fully refundable
The price is £85 per night from 18 Nov to 19 Nov
£85
18 Nov - 19 Nov
includes taxes & 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 21 Jul 2026

Private Oasis - Portland’s Coastal Gated Hideaway
Ahh! (Ocean View Studio with Private Bath)

Ahh! (Ocean View Studio with Private Bath)

Boston Bay Portland Parish
The price is £124 per night from 23 Nov to 24 Nov
£124
23 Nov - 24 Nov
includes taxes & fees
10/10 Exceptional! (2 reviews)
Clean, Great View
"Not the easiest drive up to the place, but the view is magnificent. The place is clean, and the hosts are friendly and helpful. If you're looking for an inexpensive decent studio in Portland with air conditioning, hot water, and a terrific view, consider this place."

Reviewed on 9 Nov 2023

Ahh! (Ocean View Studio with Private Bath)
Ahh! (Pool/Ocean View Room w/ Private Bath)

Ahh! (Pool/Ocean View Room w/ Private Bath)

Boston Bay Portland Parish
The price is £142 per night from 13 Nov to 14 Nov
£142
13 Nov - 14 Nov
includes taxes & fees
Ahh! (Pool/Ocean View Room w/ Private Bath)
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

Why should I book my Boston Bay holiday with Expedia?
Expedia has your back for every aspect of your next Boston Bay trip. You'll always get the best deal possible, but when you bundle your flights, hotel and/or hire car into a holiday package, you'll score even more savings. Looking to truly make the most of your adventure? Add some awesome tours and activities to your package. Expedia offers flexible cancellation policies on almost all bookings, so there's no need to stress if your plans change. Visit our Customer Service Portal link to discover more.
When is the best time of year to holiday in Boston Bay?
Boston Bay is busy in February, June and August. If you don't like big crowds and prefer a calmer pace, lock in your trip for September, November and December. With average daytime temperatures of 24ºC, January is the coolest period in Boston Bay. The warmest time of year is June, when you can expect averages of 27ºC throughout the day. Whatever the weather conditions, you'll find a whole lot to keep you busy here.
What is the top hotel for my holiday in Boston Bay?
Offering plenty of amenities and home comforts, Hotel Mocking Bird Hill will make the perfect base for your Boston Bay escape.
How do I get a cheap holiday to Boston Bay?
Bundle your hotel and flight bookings, add on extras such as activities, and save with a Boston Bay holiday. You won't just enjoy superb discounts on your getaway — you'll have lots of choice within your reach too. When you book through Expedia, you'll have your pick of over 400 air carriers and 321,000 properties across the globe. Your next affordable holiday starts right here, right now! Learn more about how you can save money on your holiday when you book a flight and hotel together with Expedia.
What should I do on my Boston Bay holiday?
Offering popular attractions such as Boston Bay Beach and Blue Lagoon, a holiday in Boston Bay promises plenty of exciting places to visit. Frenchmans Cove Beach and Trident Castle are two other sights also worth checking out.
Do I need a visa for my Boston Bay holiday?
Visa requirements for Boston Bay vary based on your nationality and the reason for your visit. Remember to check official government websites to determine if you need a visa for your holiday. They'll also give you the most up-to-date information, including details about application procedures or any supporting documentation that may be necessary. Research your visa requirements in advance to ensure a hassle-free travel experience. Also make sure your passport has at least six months validity from your planned return date.
What should I wear on my Boston Bay holiday?
Though everyone's fashion style is different, it can help to have some guidelines for what kind of clothes to wear on your holiday in Boston Bay. Think about looking up social media before leaving for inspiration on fashion trends or dress codes. Be sure to check the weather forecast so you can pack appropriately. The warmest month in Boston Bay is June, with average daytime temperatures of 27ºC. If you're travelling during the coolest month of January, the mercury averages 24ºC during the day.
What does an Expedia Boston Bay holiday include?
Flights, hotels and a shiny set of wheels for all your fun road trip adventures. Simply select your favourite bundle and gain access to great discounts. Once you've made your booking, add on a few sightseeing tours and watch your savings grow. When it comes to planning your Boston Bay break, you're in charge! Guest houses and apartments are a couple of the most sought-after property types in Boston Bay. Whatever your holiday style or size of your group, you can count on Expedia for the flexibility to personalise your next dream escape.
Does Expedia offer Book Now, Pay Later Boston Bay holidays?
Expedia has joined forces with online lender Klarna to make booking your next break easier on your hip pocket. Paying by instalment means you can spread the costs of your dream holiday, leaving you with more money to play with while you're travelling. Klarna has several payment plans to pick from, so you're sure to find one that fits into your budget. Browse these flexible payment options:

  • Pay monthly holidays: Klarna offers manageable monthly payment plans that work for all budgets, so you can lock in that well-deserved holiday sooner.
  • No-deposit holidays: When you stumble on an amazing deal but don't have the full amount yet, Klarna's no-deposit holiday plan will allow you to Book Now, Pay Later to lock it in.

Can I choose my airline with a Boston Bay Expedia holiday?
Yes — that's one of the best things about an Expedia package. You get to decide. We have more than 400 airline partners worldwide, so you have lots of choice when creating your Boston Bay adventure.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.