Cheap Flights to Montserrat (2026/2027)

Wander Wisely with exceptional service, 24/7 supportOpens in a new window

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

Best Montserrat Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Chez Mango Villas
3.5-star property

Chez Mango Villas

Apr 26 - May 1

5 night stay

Boston (BOS) to Plymouth (MNI)

United • Coach

Plymouth (MNI) to Boston (BOS)

Windward Island Airways International • Coach
Price was $1,080, price is now $1,001 per person
$1,001
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Boston to Montserrat
View all trips

Travelers ❤️ These Montserrat 🏨

Chez Mango Villas

Chez Mango Villas

3.5 out of 5
Old Towne Old Towne
Book a stay at this beach villa in Old Towne. Enjoy free WiFi, free parking, and private pools. Popular attractions Lime Kiln Beach and Woodlands Beach are located nearby.
7.4/10 Good! (28 reviews)
Very good location, clean room, everything that was needed was in the room. Very friendly people

Reviewed on Mar 23, 2026

Opens in a new windowChez Mango Villas
Cozy 1-bedroom Studio Apartment in Montserrat with WiFi, and AC

Cozy 1-bedroom Studio Apartment in Montserrat with WiFi, and AC

BRADES
Stay at this apartment in Saint Peter Parish. Enjoy laundry facilities and air conditioning. Popular attractions Little Bay and Rendezvous Beach are located nearby.
Opens in a new windowCozy 1-bedroom Studio Apartment in Montserrat with WiFi, and AC
Amazing Villa Tropicasa

Amazing Villa Tropicasa

Salem Saint Peter Parish
Stay at this villa in Old Towne. Enjoy free WiFi, private pools, and laundry facilities. Popular attractions Lime Kiln Beach and Woodlands Beach are located nearby.
10/10 Exceptional! (1 review)
This was my first time in Montserrat and i couldn't have stayed at a nicer place than Villa Tropicasa. When I walked in, I knew it was the right place for me. The ad says for CFO's and CEO's to getaway to work, and it was perfect for me.While my stay didn't allow for a lot of vacation-mode type activities, ...

Reviewed on Mar 9, 2026

Opens in a new windowAmazing Villa Tropicasa
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Caribbean Villa with private pool & ocean view in the heart of Montserrat .

Caribbean Villa with private pool & ocean view in the heart of Montserrat .

Woodlands Saint Peter Parish
Stay at this villa in St. Peter's. Enjoy free WiFi, private pools, and a garden. Popular attractions Woodlands Beach and Montserrat Volcano Observatory are located nearby.
10/10 Exceptional! (3 reviews)
Adams Place was the best appointed VRBO of which I've had the pleasure of staying. The home is expansive with tropical gardens and has all the amenities of your own private home. Nothing is lacking. The owners and managers of the property are extremely attentive and accommodating. Our interactions ...

Reviewed on Mar 1, 2026

Opens in a new windowCaribbean Villa with private pool & ocean view in the heart of Montserrat .
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 is the cheapest flight to Montserrat?
To help you budget, the cheapest roundtrip flight to Montserrat was within the last seven days. An excellent way to snap up a good deal is to be flexible with your dates. This price was available on Travelocity for flights to Montserrat departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly to Montserrat?
Be sure to leave empty in your calendar, because it's the cheapest month to fly to Montserrat. That's according to Travelocity's direct flight demand from January to December last year. With more cash in your pocket, you can indulge in some retail therapy, go for a fancy dinner or whatever floats your boat!
How can I check my flight status to Montserrat?
There are a couple of simple ways to track your flight status. You can find all the necessary info in our Trips portal, which is located at the top right of our homepage. Log in or create an account in seconds — you'll then be able to access and manage your bookings whenever you need. For those on the move, the Travelocity app can also help you check the status of your flight to Montserrat, as well as share travel details with any members of your family flying with you.
How do I find the best deals on flights to Montserrat?
Being flexible with your dates is a good way to grab an awesome deal. Travelocity makes it a cinch to find your perfect fare through the "Flexible dates" function. First, search for your Montserrat flight, then compare the cheapest prices for surrounding days by hitting the "Flexible dates" dropdown box above. Booking ahead and traveling outside of peak periods are some other suggestions. In the last seven days, the cheapest price for a roundtrip flight to Montserrat was on our site. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Montserrat with Travelocity?
Where to begin! With cheap flights to Montserrat, rental cars, hotels, activities and more, you'll find everything you need to create your ideal trip with Travelocity. Lock in your cheap family flights and take advantage of our 24/7 customer support and Price Match Guarantee if necessary. Our aim is to provide hassle-free travel every time you book with us so that you can spend less time worrying and more time having fun with your travel buddies.
How much is a flight to Montserrat on average?
Travelers have found roundtrip flights to Montserrat for between and with Travelocity in the last seven days. Whether you're looking to fly budget or business class, we'll help you find an amazing deal. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
What can I expect on a flight to Montserrat?
That depends an on a few factors. Is your flight to Montserrat long or short? Have you booked with a full-service airline or a budget option? These variables will impact the experience you have on board. When it comes to long distance flights, most airlines include hot meals, drinks and entertainment. Low-cost carriers are a fantastic option when it comes to quick trips or cheap flights for family vacations. But, they usually won't have the same inclusions as a full-service carrier.