Saint Mary Vacations & Trips from $1,157

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Your Saint Mary Vacation

Lock in a vacation package to Saint Mary and experience travel on your own terms. You'll be captivated by its coastal beaches, watersports and views. Start your trip to Saint Mary by exploring Oracabessa, one of the leading cities here. Whether you're traveling for a few days or a few weeks, Expedia are here to help you organize your next Saint Mary vacation.

Top destinations in Saint Mary

The Latest Saint Mary Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Blue Berry Hills Villa

Where to stay in Saint Mary

Find the best Saint Mary areas and neighborhoods for the activities you enjoy most. Learn more about Saint Mary
Learn more about Saint Mary

Caribbean Park

While Caribbean Park isn't home to many top sights, Reggae Beach and Harmony Hall are some notable places to visit nearby.

Best Places to Vacation in Saint Mary

1. Escape to Tower Isle with a vacation package

Tower Isle in Saint Mary, Jamaica offers a vibrant and romantic atmosphere perfect for outdoor vacation experiences. With its stunning beaches and crystal-clear waters, it is an ideal destination for snorkeling and beach excursions. The local entertainment scene offers live music and dancing, allowing visitors to immerse themselves in the lively Jamaican culture. Tower Isle is also known for its excellent dining options, where travelers can savor delicious local cuisine. Whether you're seeking relaxation or adventure, Tower Isle provides the perfect backdrop for a memorable vacation.

  • The peak season is from January to March
  • The off-peak season is from October to December
  • Travelers tend to stay 4 days in Tower Isle

2. Book your ideal Oracabessa with a vacation package

Oracabessa, located in Saint Mary, Jamaica, offers a vibrant local atmosphere perfect for outdoor vacations. With its beautiful beaches, it is ideal for those seeking relaxation and romance. For the more adventurous, there are plenty of opportunities for sports such as kayaking and snorkeling in the crystal-clear sea. Families will also find Oracabessa to be a friendly destination, with activities suitable for all ages. After a day of outdoor fun, visitors can enjoy dining at local restaurants and partake in the lively entertainment scene. Oracabessa truly offers a diverse range of experiences for a memorable vacation.

  • The peak season is from February to April
  • The off-peak season is from October to December
  • Travelers tend to stay 4 days in Oracabessa

3. Create memories in Robins Bay with a vacation package

Robins Bay, located in Saint Mary, Jamaica, offers a serene and picturesque atmosphere perfect for outdoor enthusiasts. Surrounded by stunning natural beauty, visitors can explore the lush rainforests, hike through the mountains, and discover hidden waterfalls. The bay itself provides a tranquil setting for swimming, snorkeling, and kayaking. The local community is warm and welcoming, offering a taste of Jamaican culture and hospitality. Whether you're seeking adventure or relaxation, Robins Bay is the ideal destination for an unforgettable outdoor vacation experience.

  • Travelers tend to stay 1 day in Robins Bay

4. Plan your dream getaway to Port Maria

Port Maria is a charming coastal town in Saint Mary, Jamaica, perfect for an outdoor vacation. With its beautiful beaches, it's an ideal destination for beach lovers and water sports enthusiasts. The romantic atmosphere makes it a great spot for couples looking for a peaceful getaway. Families will also enjoy the family-friendly activities available, such as exploring the port and enjoying delicious local cuisine. The friendly people of Port Maria add to the warm and inviting atmosphere, making it a memorable destination for all visitors.

  • The peak season is from October to December
  • The off-peak season is from January to March
  • Travelers tend to stay 4 days in Port Maria

6. Discover Iter Boreale with our vacation deals

Iter Boreale, located in the picturesque town of Saint Mary, Jamaica, offers a laid-back and affordable vacation experience. Immerse yourself in the local atmosphere as you explore the stunning beaches and crystal-clear waters. Enjoy the vibrant culture and friendly locals, who are always ready to share their rich heritage and traditions. Indulge in delicious and inexpensive local cuisine, such as jerk chicken and fresh seafood, while sipping on refreshing tropical drinks. Take part in exciting activities like snorkeling, hiking, and exploring the nearby waterfalls. With its affordable prices and warm hospitality, Iter Boreale is the perfect destination for an inexpensive vacation in Jamaica.

5. Explore Galina with a vacation package

Galina, Saint Mary in Jamaica offers a unique outdoor vacation experience. Nestled between the lush mountains and the sparkling Caribbean Sea, Galina is a haven for nature enthusiasts. Explore the pristine white sand beaches, where you can swim, snorkel, or simply relax under the warm sun. Embark on a hike through the verdant rainforests, where you'll encounter exotic wildlife and breathtaking waterfalls. Immerse yourself in the local culture by visiting the vibrant markets and sampling traditional Jamaican cuisine. With its idyllic scenery and warm hospitality, Galina is the perfect destination for an unforgettable outdoor vacation.

  • Travelers tend to stay 3 days in Galina

Find the Best Saint Mary Vacation Packages

Saint Mary Essential Information

Language
English
Currency
Jamaican dollars
Closest Airport
Norman Manley Intl. Airport (KIN)
Top Sights
James Bond Beach, Reggae Beach and Don Christopher Point

Saint Mary Hotel Deals

Couples Tower Isle All Inclusive

Couples Tower Isle All Inclusive

4.5 out of 5
Tower Isle Tower Isle Saint Mary
9/10 Wonderful! (1,006 reviews)
"We enjoyed it so much that we extended our stay and we are planning another visit in a few months. I highly recommend this resort. The staff was incredible. They were warm, welcoming and supportive. The view from our oceanfront balcony was glorious. I went scuba diving almost every day. The fact ..."

Reviewed on Nov 10, 2026

Couples Tower Isle All Inclusive
Sea Shell Palms

Sea Shell Palms

2.5 out of 5
Pompano Bay, Tower Isle Tower Isle
$68 nightly
The price is $76 total per night from Nov 15 to Nov 16
$76 total
Nov 15 - Nov 16
Total with taxes and fees
8.4/10 Very Good! (279 reviews)
"Wonderful location staff and motel. Thanks for a memorable stay!"

Reviewed on Nov 1, 2026

Sea Shell Palms
GoldenEye

GoldenEye

4 out of 5
Oracabessa Oracabessa St. Mary
$648 nightly
The price is $721 total per night from Nov 12 to Nov 13
$721 total
Nov 12 - Nov 13
Total with taxes and fees
9.4/10 Exceptional! (166 reviews)
"This is a beautiful resort but with limited Food options it is not suited to long stays in my opinion We did 4 nights and that was about right… the bar staff are excellent and the bed was super comfortable… it was also super dark walking about so take a torch !"

Reviewed on Nov 4, 2026

GoldenEye
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 Saint Mary vacation package cost?
Vacation packages in Saint Mary are centered on Tower Isle. A week-long trip there typically costs around $1,700 per adult, with prices ranging from around $1,250 to $2,450 per adult.

*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.
How can I save money on a Saint Mary vacation package?
When you bundle, you can save up to 30%*. To save money on a Saint Mary package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
What's included in a Saint Mary vacation package?
A Saint Mary vacation package in Tower Isle lets you combine flights, hotel stays, and rental cars. Most hotels in Tower Isle offer free breakfast, and some packages may include airport shuttle service to and from Montego Bay (MBJ-Sir Donald Sangster Intl.).

Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.
How do I find cheap Saint Mary vacation package deals?
Lower-priced Saint Mary vacation package deals are available in Tower Isle, where prices start around $940 per adult for weekend trips. Package prices in September average around $1,460 per adult for a 5-day trip.

Bundling your flight and hotel can offer additional savings compared with booking separately. Week-long Tower Isle packages typically save around $185 per adult, and two-week packages can save around $330 per adult.

Browse cheap vacation packages in Saint Mary on Expedia to compare current deals for Tower Isle and your travel dates.

*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.
What is the best time to visit Saint Mary?
The best time for a Saint Mary vacation package in Tower Isle is typically from June to August, which are the peak booking months for this area. It's important to note that this timing reflects Tower Isle specifically, and conditions may differ in other parts of the Saint Mary region.
What types of vacation packages are available in Saint Mary?
Vacation packages in Saint Mary center on Tower Isle, offering these styles:
  • Adults-only: Sea Shell Palms, rated 7.9 out of 10 by travelers, offers a bar/lounge, hot tub, and outdoor pool, making it a relaxing choice for adult getaways.
  • All-inclusive: These Saint Mary vacation packages often feature stays at properties within Tower Isle's luxury tier, which makes up nearly a third of the hotels, providing comprehensive amenities and dining options.
  • Beach: GC Resort, with an outdoor pool and comfortable rooms, is about 2 miles from central Tower Isle, putting you close to local beaches. Travelers frequently praise its well-maintained facilities and comfortable rooms.
  • Airport Shuttle: Many Saint Mary vacation packages include convenient airport shuttle services, providing a smooth transfer from the airport to your Tower Isle accommodation.
  • Couples: Hunter's Rest Villa provides a restaurant and free breakfast, offering a cozy base for couples exploring Tower Isle.
Which destinations should I consider for a Saint Mary vacation?
For a Saint Mary vacation, choosing the right base depends on your travel style:
  • Tower Isle: This is the main base for travelers seeking a mix of beaches, outdoor activities, and family-friendly attractions, offering the most lodging choices in the region.
  • Oracabessa: Ideal for those prioritizing beaches, outdoor adventures, and scenic views, with a good selection of accommodations.
  • Port Maria: Consider this area for a trip focused on cultural attractions, alongside outdoor activities and scenic vistas.
  • Robins Bay: A quieter option for travelers who want to enjoy beaches, outdoor activities, and scenic views in a more relaxed setting.
Is Saint Mary better suited for a beach vacation or a cultural trip?
Saint Mary is primarily an outdoor and nature destination, offering a blend of scenic views, adventure activities, and beaches across its constituent cities.

While many areas like Tower Isle, Oracabessa, and Robins Bay are known for their beaches, such as the famous James Bond Beach and Reggae Beach, other cities like Port Maria lean more towards cultural attractions. Historic sites like Fort Haldane and Noël Coward's Firefly Estate provide a glimpse into the region's rich past.

Ultimately, a Saint Mary vacation can be tailored to either preference, with plenty of options for both sun-seekers and those interested in local history and outdoor exploration.
Which airport should I use for a Saint Mary vacation?
For a Saint Mary vacation, Montego Bay (MBJ-Sir Donald Sangster Intl.) is the primary gateway, serving the wider region. For example, it's about 59 miles from central Tower Isle. Kingston (KIN-Norman Manley Intl.) is another option, though generally further away, while Ocho Rios (OCJ-Ian Fleming Intl.) provides service for more localized travel within the area.
What are the top things to do in Saint Mary?
A Saint Mary vacation is best explored from a base like Tower Isle, which offers a mix of beaches, outdoor activities, and cultural attractions:

Browse and book things to do in Saint Mary on Expedia.
What is the best time to book a Saint Mary vacation package?
Book your Saint Mary vacation package around 6 weeks in advance, with packages located in Tower Isle. It gives you time to secure your preferred flights and hotel while rates are still competitive. Most travelers book between 3 and 14 weeks out.

from June to August is the most popular months for Saint Mary packages in Tower Isle, so booking earlier is advisable if you're traveling during those months. For last-minute options, explore last-minute Saint Mary vacation packages.
How many days do you need for a Saint Mary vacation?
Most Saint Mary vacation packages last around 5 days, with stays in Tower Isle, an area known for its beautiful beaches and outdoor activities. Week-long trips are the most popular, though weekend trips are also common, and some travelers opt for around two weeks for a more extended stay. This gives you ample time to enjoy attractions like Reggae Beach and explore the surrounding natural beauty.
Can I change or cancel my Saint Mary vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Saint Mary vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Saint Mary vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Saint Mary vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to Saint Mary?
To find last-minute vacation packages to Saint Mary, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Saint Mary vacation packages?
Free cancellation on a Saint Mary vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Saint Mary vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Saint Mary getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Saint Mary vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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What to do in Saint Mary

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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.