Montserrat Vacations & Trips

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Your Montserrat Vacation

Book a vacation package to Montserrat and make travel planning a breeze. With the logistics arranged before you depart, you can focus on enjoying every second in this lively destination. You'll have a long list of must-sees during your trip to Montserrat. One top city you'll want to spend some time in is Plymouth. Expedia has hotels, flights and all your other travel needs to help you curate your own tailored Montserrat vacation today.

Best Places to Vacation in Montserrat

1. Experience Old Towne with a travel package

Old Towne in Saint Peter Parish, Montserrat offers a serene and picturesque atmosphere for outdoor vacation experiences. With its stunning beaches and beautiful landscapes, it is the perfect destination for beach lovers. The local vibe is laid-back and welcoming, allowing travelers to relax and unwind. Whether you want to swim in the crystal-clear waters, sunbathe on the golden sands, or explore the nearby hiking trails, Old Towne has something for everyone. The local community is friendly and hospitable, ensuring a memorable and enjoyable vacation experience. So come and immerse yourself in the natural beauty and tranquility of Old Towne.

  • Travelers tend to stay 3 days in Old Towne

2. Discover Olveston with our vacation deals

Olveston in Saint Peter Parish, Montserrat offers a unique outdoor vacation experience. With its stunning beaches and beautiful natural surroundings, it is the perfect destination for beach lovers. Explore the crystal-clear waters, go snorkeling or diving to witness the vibrant marine life, or simply relax on the sandy shores. The local atmosphere is laid-back and welcoming, allowing you to immerse yourself in the tranquil surroundings. Whether you want to sunbathe, swim, or indulge in water sports, Olveston has it all. Escape the hustle and bustle of everyday life and enjoy a peaceful and rejuvenating vacation in this idyllic beach town.

  • Travelers tend to stay 6 days in Olveston

3. Escape to Plymouth with a vacation package

Plymouth, Montserrat offers a unique and captivating outdoor vacation experience. The local atmosphere is filled with natural beauty and adventure. Explore the stunning natural parks, where you can hike through lush forests and discover breathtaking viewpoints. The beaches in Plymouth are a paradise for sunbathing, swimming, and water sports. Immerse yourself in the serene coastal atmosphere and enjoy the warm Caribbean waters. With its geographic affinities, Plymouth provides the perfect setting for an unforgettable outdoor vacation. Take in the stunning landscapes, indulge in thrilling activities, and create memories that will last a lifetime.

4. Book your ideal St. Peter's with a vacation package

St. Peter's in Montserrat offers a stunning outdoor vacation experience. The local atmosphere is serene and inviting, with breathtaking natural beauty at every turn. The parish is home to lush green mountains, pristine beaches, and crystal-clear waters, perfect for hiking, snorkeling, and diving. Explore the Blackwood Allen Trail, a picturesque hiking trail that winds through the rainforest, or relax on the golden sands of Rendezvous Bay. Immerse yourself in the local culture by visiting the Montserrat Cultural Centre, where you can learn about the island's history and enjoy live performances. St. Peter's promises an unforgettable outdoor adventure.

  • Travelers tend to stay 6 days in St. Peter's

6. Plan your dream getaway to Davy Hill

Gerald's in Saint Peter Parish, Montserrat offers a tranquil and breathtaking atmosphere for an outdoor vacation. Surrounded by lush greenery and stunning landscapes, visitors can immerse themselves in the natural beauty of the area. Explore the nearby hiking trails that lead to breathtaking viewpoints, or relax on the pristine beaches and enjoy the crystal-clear waters. Gerald's also provides opportunities for adventurous activities such as snorkeling, diving, and fishing. With its serene atmosphere and abundance of outdoor activities, Gerald's is the perfect destination for nature lovers seeking a peaceful and rejuvenating vacation.

  • Travelers tend to stay 2 days in Davy Hill

5. Create memories in St. John's with a vacation package

Davy Hill in Saint Peter Parish, Montserrat offers a tranquil and picturesque atmosphere for a beach vacation. With its stunning coastline, pristine white sand beaches, and crystal-clear turquoise waters, it is the perfect destination for relaxation and rejuvenation. The local atmosphere is laid-back and friendly, with a focus on enjoying the natural beauty of the surroundings. Visitors can indulge in various water activities such as swimming, snorkeling, and diving, or simply unwind on the beach and soak up the sun. The local cuisine offers a delicious blend of Caribbean flavors, adding to the overall experience of this idyllic beach getaway.

  • Travelers tend to stay 18 days in St. John's

Things to do in Montserrat

Montserrat offers a perfect blend of adventure and stunning scenery for your vacation. Enjoy outdoor activities like hiking on scenic trails, relaxing beach vacations, and exploring the historic site of Plymouth. Don't miss out on exciting tours around the island, including top-rated excursions and thrilling helicopter tours for a bird's-eye view of the breathtaking landscape. Montserrat is an ideal destination for those seeking both relaxation and adventure.

Shopping

Experience Montserrat's unique shopping scene at the Port of Montserrat, where you can find local crafts and souvenirs. Visit the Montserrat Marketplace for a variety of goods and delightful island specialties, perfect for gifts to take home.

Recreation

The Montserrat Wellness Retreat offers a tranquil atmosphere surrounded by lush landscapes, promoting relaxation and rejuvenation through yoga and meditation classes. For outdoor enthusiasts, explore the pristine beaches and hiking trails, immersing yourself in nature while enjoying breathtaking views of the Caribbean Sea.

Adventure

Embark on the Blackwood Allen Trail for a thrilling hike through lush landscapes, or explore the scenic Oriole Walkway Trail that offers breathtaking views. Don't miss the Rendezvous Circle Trail, where you can immerse yourself in Montserrat's stunning outdoor beauty and adventure vibes.

Nightlife

In Montserrat, enjoy a laid-back nightlife scene with beach bars like The Beach Bar and authentic local vibes at The Olveston House. Experience live music and local cuisine at venues such as the Montserrat Cultural Centre, where community events often create a lively atmosphere.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in Montserrat

Montserrat offers an ideal vacation for outdoor enthusiasts, adventure seekers, and scenery lovers. You can explore beautiful beaches, breathtaking lookouts, and even visit a volcano. For a luxurious getaway, consider staying at one of the charming hotels or visiting the famous Montserrat Monastery to enrich your experience. Whether you're looking for relaxation or adventure, Montserrat has something for everyone.

  • Montserrat Volcano Observatory: Experience breathtaking views at this lookout, where you can learn about the island’s volcanic activity. The observatory provides a perfect blend of outdoor adventure and romance, making it an ideal spot for couples and nature enthusiasts alike.
  • Woodlands Beach: Relax at this stunning beach known for its soft sands and crystal-clear waters. Woodlands Beach offers a peaceful retreat where you can soak up the sun or take a refreshing dip in the Caribbean Sea, embodying the quintessential beach vibes.
  • Soufriere Hills Volcano: Explore the majestic Soufriere Hills Volcano, a site of both beauty and adventure. With its dramatic scenery, hiking opportunities, and insights into volcanic activity, it promises an unforgettable outdoor experience for thrill-seekers.

Tips to save on your trip to Montserrat

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Find the Best Montserrat Vacation Packages

Montserrat Essential Information

Language
English
Currency
East Caribbean dollars
Closest Airport
Plymouth (MNI-Geralds Field)
Top Sights
Woodlands Beach, Lime Kiln Beach and Montserrat Volcano Observatory

Montserrat Hotel Deals

Chez Mango Villas

Chez Mango Villas

3.5 out of 5
Old Towne Old Towne
7.2/10 Good! (27 reviews)
I like the bathroom spacious a mirror over the sink would’ve completed. We were there for a wedding so a workable iron would be nice there was an iron there but with English voltage and would need a transformer. I also wished there was a kettle as I need a cuppa to start my day otherwise it was ...

Reviewed on Aug 14, 2025

Chez Mango Villas
Lucy's Sunny Villa apartments, spacious & modern,  your ideal tropical retreat.

Lucy's Sunny Villa apartments, spacious & modern, your ideal tropical retreat.

Montserrat Palm Loop
Lucy's Sunny Villa apartments, spacious & modern, your ideal tropical retreat.
Cozy apartment in lovely Olveston with AC, WiFi. Close to Salem and Old town.

Cozy apartment in lovely Olveston with AC, WiFi. Close to Salem and Old town.

Olveston Saint Peter Parish
$370 nightly
The price is $370 total per night from Dec 15 to Dec 16
$370 total
Dec 15 - Dec 16
Total with taxes and fees
10/10 Exceptional! (1 review)
McAuthurs Ville
The overall experience was wonderful, the accommodation offered us everything that we wanted. The situation of the Ville was perferct for our needs, and within easy reach of the whole island.We would definitely want to stay there again.

Reviewed on May 18, 2025

Cozy apartment in lovely Olveston with AC, WiFi. Close to Salem and Old town.
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 Montserrat vacation package cost?
From just , you can custom build your Montserrat package the way you want. Simply combine flights, hotels and car rentals and be rewarded with discounts.
How do I get a cheap travel package to Montserrat?
Lock in flights that suit your schedule, add a hotel to your booking and watch the savings rack up with a Montserrat vacation package. It's as easy as that! From flights and hotels to activities and rental cars, Expedia makes traveling cheap and easy. And with more than 550 air carriers and 1,000,000 hotels around the globe to select from, you won't be short of choice.
What are the top hotels in Montserrat?
Chez Mango Villas and Luxurious Penthouse with Breathtaking Views know how to make their guests feel welcome in Old Towne. If your itinerary also includes Olveston, take a look at Rosedale Villa and Oceanfront luxury - 4 beds, AC, 3 bedrooms, king bed, WiFi, gated. Both are popular with travelers.
How far in advance should I book my Montserrat vacation?
Savvy travelers always book early. Air carriers typically advertise flights around a year prior to departure, and this is your chance to land some rock-bottom prices. Just been told you need to take all your vacation days next week? No problem! Expedia are never short of fantastic deals to help you have the getaway of your dreams, at a price you can afford.
What does an Expedia Montserrat travel package include?
Expedia has all you need to book your Montserrat trip, but what your package looks like is totally up to you. Choose from any combination of flights, hotels and rental cars. Chasing some activities to fill in your time? Once you've made your booking, you can add them too. No matter your budget or style, there's a package to suit your needs.
What should I know before booking a Montserrat travel package?
Locking in all the parts of your trip together is an excellent way to save. Combine car rentals, airfares and hotels into a convenient little package. But you're not restricted to hotels. Expedia offers all sorts of properties, including vacation rentals such as beachside villas and spacious residences. Your choices are almost endless!
Can I choose my airline with a Montserrat Expedia vacation package?
Yes — that's the beauty of an Expedia package. You're in charge! We have more than 550 airline partners all over the world, so you have lots of choice when arranging your Montserrat adventure.
Does Expedia offer Book Now, Pay Later Montserrat vacation packages?
Thanks to the combined experience of Expedia and online lender Affirm, you can split the price of your package booking over several installments. For financial freedom, have a look at our Book Now, Pay Later option and structure a payment plan that suits your circumstances.
If I'm not able to travel, can I cancel my Montserrat vacation package?
Whether it's your hotel, flight or rental car, you can cancel and rebook it. Booked your Montserrat vacation package in the last 24 hours? You may be able to make changes or cancellations for free. For bookings older than that, you may be charged a fee by your airline, hotel or car rental company. For more information, take a look at our Customer Service Portal. We're here to help you each step of the way.

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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.