Lesser Antilles Holidays

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Top Flight + Hotel Deals in Lesser Antilles

Price found within the past 48 hours. Click for updated prices.
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
Price was €2,244, price is now €1,509 per person
€1,509
per person
7 Apr - 14 Apr
found 11 hours ago
Return direct flight included
Sofia (SOF) to Philipsburg (SXM)
9.2/10 Wonderful! (973 reviews)
Very far and complicated to get to the bldg and room. Nearby beach is not nice and no restaurants on site. The positive is that the manager is very nice and the unit is very clean.

Reviewed on 30 Jan 2026

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Price was €3,408, price is now €1,718 per person
€1,718
per person
7 Apr - 14 Apr
found 11 hours ago
Return direct flight included
Sofia (SOF) to Philipsburg (SXM)
9/10 Wonderful! (1,463 reviews)
Beautiful beach, clean room and helpful staff. Challenges were: long hike uphill to our room, breakfast was included but the same fare daily, espresso coffee was extra $, and activities were not well communicated.

Reviewed on 30 Jan 2026

The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Pelican Key
Price was €4,453, price is now €2,358 per person
€2,358
per person
7 Apr - 14 Apr
found 11 hours ago
Return direct flight included
Sofia (SOF) to Philipsburg (SXM)
9.2/10 Wonderful! (1,309 reviews)
Positive - great resort. Nice accommodations. Negative - paid over $600 for one night but couldn’t check in until after 4pm and had to check out before 10am - no possibility for extension. Bottom line - not worth the high cost for what is essentially a 16 hour stay. Look elsewhere for a short stay.

Reviewed on 1 Feb 2026

Coral Beach Club Villas & Marina

Coral Beach Club Villas & Marina

4 out of 5
Oyster Pond
Price was €4,180, price is now €2,973 per person
€2,973
per person
7 Apr - 14 Apr
found 11 hours ago
Return direct flight included
Sofia (SOF) to Philipsburg (SXM)
9.2/10 Wonderful! (110 reviews)
The Villa was incredible! With a hot tub with ocean view! The staff just perfect

Reviewed on 1 Jan 2026

Holland House Beach Hotel

Holland House Beach Hotel

4 out of 5
Downtown Philipsburg
Price was €2,840, price is now €2,068 per person
€2,068
per person
7 Apr - 14 Apr
found 11 hours ago
Return direct flight included
Sofia (SOF) to Philipsburg (SXM)
9.2/10 Wonderful! (1,002 reviews)
The hotel was clean, staff friendly. The breakfast was amazing. The beach just steps outside the door with chairs an umbrellas. We also enjoyed relaxing in the evening in the bar/patio area. Great location!

Reviewed on 28 Jan 2026

Where to stay in Lesser Antilles

Find the best Lesser Antilles areas and neighborhoods for the activities you enjoy most. Learn more about Lesser Antilles
Mullet Bay Beach which includes a beach, tropical scenes and general coastal views

Maho

3.5/5(2 area reviews)

While visiting Maho, you might make a stop by sights like Mullet Bay Beach and Mullet Bay.

Find hotels in Maho

Things to do in Lesser Antilles

The Lesser Antilles offers a perfect blend of beach relaxation, stunning scenery, and outdoor adventures. Visitors can engage in activities such as boating, cinema, and educational excursions. Top recommendations include island tours, inclusive holidays, and exploring the beauty of St Lucia. Discover the best trips in this idyllic region for an unforgettable experience.

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

Best time to go to Lesser Antilles

The best time to visit Lesser Antilles depends on your weather preferences. The hottest average temperature around Lesser Antilles is in September, when weather is mostly sunny and rainfall is light rain. The coolest average temperature around Lesser Antilles is in February and March. March is mostly sunny.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudiness
January78.3°F (25.700000000000003°C)No RainMostly Sunny
February77.7°F (25.4°C)No RainMostly Sunny
March77.7°F (25.4°C)No RainMostly Sunny
April78.8°F (26.0°C)No RainMostly Sunny
May80.4°F (26.9°C)Light RainMostly Sunny
June81.7°F (27.6°C)Light RainMostly Sunny
July82.2°F (27.9°C)Light RainMostly Sunny
August82.8°F (28.200000000000003°C)Light RainMostly Sunny
September82.9°F (28.3°C)Light RainMostly Sunny
October82.6°F (28.1°C)Light RainMostly Sunny
November81.1°F (27.3°C)Light RainMostly Cloudy
December79.5°F (26.4°C)No RainMostly Sunny

Tips to save on your trip to Lesser Antilles

  • 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.

Top hotels in Lesser Antilles

The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
2 Beacon Hill Road Simpson Bay
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (1,974 reviews)
Love

Reviewed on 29 Jan 2026

Get rates
The Morgan Resort Spa Village
Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

4 out of 5
6080 Estate Smith Bay St. Thomas
The price is €597 per night from 3 Feb to 4 Feb
€597
3 Feb - 4 Feb
includes taxes & fees
7.8/10 Good! (2,349 reviews)
Clean room and very courteous staff.

Reviewed on 29 Jan 2026

Margaritaville Vacation Club - St. Thomas
Sonesta Maho Beach All Inclusive Resort Casino & Spa

Sonesta Maho Beach All Inclusive Resort Casino & Spa

4 out of 5
1 Rhine Road Lowlands
The price is €578 per night from 3 Feb to 4 Feb
€578
3 Feb - 4 Feb
includes taxes & fees
7.8/10 Good! (2,859 reviews)
Overall, this was a good stay. The staff was not overly friendly, but attentive. The rooms were a big dated, but very clean. Housekeeping was also spot on. Stay on floors nine or ten so you have access to Cloud 9. This is their rooftop bar and has a great viewing area for the landing planes. The ...

Reviewed on 31 Jan 2026

Sonesta Maho Beach All Inclusive Resort Casino & Spa
See all 14,563 properties in Lesser Antilles
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.

Popular places to visit

Sapphire Beach featuring tropical scenes and a beach

Sapphire Beach

Enjoy sunbathing, swimming and fun-filled watersports at this peaceful arched bay.

Sapphire Beach
Trunk Bay featuring island views

Trunk Bay

Backed by palms, this stretch of sparkling white sand is regularly ranked as one of the most beautiful beaches in the world.

Trunk Bay
Dickenson Bay Beach featuring a sandy beach, a sunset and general coastal views

Dickenson Bay Beach

Enjoy white sands, blue-green waters and thrilling watersports at this Caribbean beach, which is conveniently located close to the town of St. John’s.

Dickenson Bay Beach

Frequently asked questions

Can I cancel my flight booking to Lesser Antilles due to COVID-19?
If you haven't booked yet, check the terms and conditions of the airfare you're considering. If you've already purchased your flight to Lesser Antilles, make use of our Customer Service Portal. The information here will help you work out which COVID-19 policies apply to your reservation and provide advice on the next steps.
What's the best way to find cheap flights to Lesser Antilles that have flexible change policies?
We know that travel schedules can change in a flash, so booking a flexible ticket with Expedia is a wise idea. Just tick the "No change fee" box below the "Flexible change policies" filter. Your low-priced, flexible flight to Lesser Antilles is just a few clicks away.
What are some of the general tips for travellers to Lesser Antilles during the COVID-19 outbreak?
With new safety guidelines in effect, travel looks a lot different these days. These are some handy things to know before you fly off to Lesser Antilles:
  • Investigate if any travel restrictions apply to your origin and destination before booking. Also check if there are any requirements you'll need to follow on arrival, such as health testing.
  • Wear a face mask during airport screening. A TSA employee will require you to temporarily lower your mask to verify your identity.
  • Instead of handing a TSA employee your boarding pass, position it straight on the reader yourself. Then, hold it up for inspection.
  • You're allowed to take one container of hand sanitizer up to 12 oz (350 ml) in your carry-on bag. This will need to be removed for screening.
  • Remove items from your pocket, such as your keys, phone and wallet, and place them in your carry-on instead of the bins. This will minimize handling during screening.
  • Separate any food you're carrying for X-ray screening. Placing it in a clear plastic bag and into a bin reduces the need for a TSA officer to touch and inspect your belongings.

Which airlines fly to Lesser Antilles?
Let American Airlines take you there. This prominent carrier runs 521 flights every month to Luis Munoz Marin Intl. Airport (SJU), a Lesser Antilles gateway.
How can I find cheap tickets to Lesser Antilles?
You'll always pick up an amazing deal with Expedia, but our "flexible dates" feature makes it even easier. Enter your preferred flight date, then click on the flexible dates link above to compare prices for nearby days. was the lowest price for a flight to Lesser Antilles in the last seven days.
How much is a flight to Lesser Antilles?
In the last seven days, return airfares to Lesser Antilles sold from just and reached a maximum of . For one-way journeys departing from (), the cheapest seat during this time was .
What are the most popular airports to fly into in Lesser Antilles?
Start arranging your Lesser Antilles journey by booking a ticket on one of the 4703 monthly flights to Luis Munoz Marin Intl. Airport (SJU). This is the region's primary gateway.
When is the cheapest time to fly to Lesser Antilles?
Flying on a Tuesday, followed by a Monday, is usually the best way to nab the cheapest airfare. Stay away from the weekends if possible, because Saturday is typically the most expensive day of the week. Spend the money you saved having a good time in Lesser Antilles instead!
How much is a plane ticket to Lesser Antilles?
In the last seven days, plane tickets to Lesser Antilles ranged between and . Prices depend on the time of departure, cabin class, airline and how early the fare is booked.
Which airlines with flights to Lesser Antilles employ COVID-19 cleanliness policies?
While flying during the COVID-19 pandemic can be slightly daunting, airlines are going above and beyond to ensure the well-being of their passengers and staff. These are some carriers that have implemented changes:
  • JetBlue - this airline is known for keeping the middle seat empty and capped capacity flights.
  • Cape Air - this airline is known for providing passenger masks and cleaning with disinfectant.
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

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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.