Lesser Antilles Luxury Holidays

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Top flight + Luxury hotel deals in Lesser Antilles

Price found within the past 48 hours. Click for updated prices.
Sonesta Ocean Point All Inclusive, Adults Only Resort

Sonesta Ocean Point All Inclusive, Adults Only Resort

£2,591
per person
21 Nov - 28 Nov
found 13 hours ago
Return direct flight included
Manchester (MAN) to Philipsburg (SXM)
8.8/10 Excellent! (1,005 reviews)
Despite other reviews I have seen, I was very impressed with the service we received. All the staff were great and personable. The rooms were cleaned daily and the view from the room was amazing. The food was delicious. Azul was our favorite. The sunset was spectacular. I definitely recommend the Ocean Point.

Reviewed on 19 Sept 2026

Carlisle Bay

Carlisle Bay

Save 100% on your flight
£4,262
per person
7 Dec - 14 Dec
found 6 hours ago
Return direct flight included
London (LHR) to St. John's (ANU)
9.2/10 Wonderful! (319 reviews)
Christopher Hotel

Christopher Hotel

Pointe Milou
Save 100% on your flight
£4,888
per person
10 Dec - 17 Dec
found 11 hours ago
Return direct flight included
London (LON) to Gustavia (SBH)
9.6/10 Exceptional! (262 reviews)
La Samanna, A Belmond Hotel, St Martin

La Samanna, A Belmond Hotel, St Martin

£5,551
per person
21 Nov - 28 Nov
found 13 hours ago
Return direct flight included
Manchester (MAN) to Philipsburg (SXM)
9.4/10 Exceptional! (249 reviews)
Ceblue Luxury Villas

Ceblue Luxury Villas

£4,921
per person
7 Nov - 14 Nov
found 1 day ago
Return direct flight included
Bristol (BRS) to The Valley (AXA)
10/10 Exceptional! (11 reviews)
Don't see what you're looking for?
See all available trips from Manchester to Lesser Antilles
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5* Luxury holidays in Lesser Antilles

Price found within the past 48 hours. Click for updated prices.
Sonesta Ocean Point All Inclusive, Adults Only Resort

Sonesta Ocean Point All Inclusive, Adults Only Resort

£2,591
per person
21 Nov - 28 Nov
found 13 hours ago
Return direct flight included
Manchester (MAN) to Philipsburg (SXM)
8.8/10 Excellent! (1,005 reviews)
Despite other reviews I have seen, I was very impressed with the service we received. All the staff were great and personable. The rooms were cleaned daily and the view from the room was amazing. The food was delicious. Azul was our favorite. The sunset was spectacular. I definitely recommend the Ocean Point.

Reviewed on 19 Sept 2026

Carlisle Bay

Carlisle Bay

Save 100% on your flight
£4,262
per person
7 Dec - 14 Dec
found 6 hours ago
Return direct flight included
London (LHR) to St. John's (ANU)
9.2/10 Wonderful! (319 reviews)
Christopher Hotel

Christopher Hotel

Pointe Milou
Save 100% on your flight
£4,888
per person
10 Dec - 17 Dec
found 11 hours ago
Return direct flight included
London (LON) to Gustavia (SBH)
9.6/10 Exceptional! (262 reviews)
Don't see what you're looking for?
See all available trips from Manchester to Lesser Antilles
View all trips

3 Night Luxury holidays in Lesser Antilles

Price found within the past 48 hours. Click for updated prices.
 Tamarind Hills Resort & Villas

Tamarind Hills Resort & Villas

£1,106
per person
13 Nov - 16 Nov
found 1 day ago
Return flight included
Port of Spain (POS) to St. John's (ANU)
9.4/10 Exceptional! (227 reviews)
Carlisle Bay

Carlisle Bay

£1,607
per person
13 Nov - 16 Nov
found 1 day ago
Return flight included
Port of Spain (POS) to St. John's (ANU)
9.2/10 Wonderful! (319 reviews)
Jumby Bay Island - Oetker Collection

Jumby Bay Island - Oetker Collection

£4,761
per person
13 Nov - 16 Nov
found 1 day ago
Return flight included
Port of Spain (POS) to St. John's (ANU)
10/10 Exceptional! (27 reviews)
The service here is incredible. Top notch. The food incredible. Special touches. A beautiful spot to relax and get away from all.

Reviewed on 9 May 2026

Don't see what you're looking for?
See all available trips from Port of Spain to Lesser Antilles
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4 Night Luxury holidays in Lesser Antilles

Price found within the past 48 hours. Click for updated prices.
Carlisle Bay

Carlisle Bay

Save 100% on your flight
£1,808
per person
14 Nov - 18 Nov
found 7 hours ago
Return flight included
Bridgetown (BGI) to St. John's (ANU)
9.2/10 Wonderful! (319 reviews)
Sonesta Ocean Point All Inclusive, Adults Only Resort

Sonesta Ocean Point All Inclusive, Adults Only Resort

£4,506
per person
9 Dec - 13 Dec
found 22 hours ago
Return direct flight included
London (LHR) to Philipsburg (SXM)
8.8/10 Excellent! (1,005 reviews)
Despite other reviews I have seen, I was very impressed with the service we received. All the staff were great and personable. The rooms were cleaned daily and the view from the room was amazing. The food was delicious. Azul was our favorite. The sunset was spectacular. I definitely recommend the Ocean Point.

Reviewed on 19 Sept 2026

Hermitage Bay – Antigua and Barbuda

Hermitage Bay – Antigua and Barbuda

Save 100% on your flight
£5,508
per person
14 Nov - 18 Nov
found 7 hours ago
Return flight included
Bridgetown (BGI) to St. John's (ANU)
10/10 Exceptional! (34 reviews)
Don't see what you're looking for?
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All you need to know about luxury holidays in Lesser Antilles

What can I expect from a luxury Lesser Antilles holiday?

Luxury on holiday is all about relaxing and feeling good. Whether you choose a sumptuous spa, Michelin-starred restaurant or super-king bed is your call. Use our amenities filters to find the things that tick all your boxes.

How can I find all-inclusive luxury holidays in Lesser Antilles?

Tick the all-inclusive and 5-star filters to find the crème de la crème of Lesser Antilles holidays. With everything included in the package price, you can drink and dine to your heart’s content, without worrying about that bill at the end.

Can I book a cheap luxury holiday to Lesser Antilles?

A luxury holiday doesn’t have to break the bank. Travel out of peak season, choose a hotel or resort a little way out or go for a last-minute getaway and you’ll find some cracking deals. Sort by price to find luxury holidays to Lesser Antilles starting at £1,106. Prices and availability are subject to change. Additional terms may apply.

Are there luxury spa holidays in Lesser Antilles?

For sunset massages on the shoreline and view-filled saunas, use our spa filter to find your ideal Lesser Antilles spa hotel. Book a whole weekend soaking away your stresses, or hop into the spa after the beach, some golf or a local advent-ahhhh.

What should I look for when booking a luxury family holiday in Lesser Antilles?

Luxury isn’t just for adults. Those little touches designed for little people make a family holiday genuinely stress free … which is the greatest luxury of all. Look for spacious suites, pools toddlers can splash in, and breakfast buffets with waffles, pancakes and Nutella galore.

Can I book luxury last-minute holidays to Lesser Antilles?

You can wangle a top-notch luxury holiday in Lesser Antilles for a fraction of the normal price by booking last minute. Just enter your dates and see what’s available – if you’re flexible ... even better!

Can I book a luxury holiday in Lesser Antilles with free cancellation and/or flexible dates?

If you’re splashing out on a luxury holiday, make sure your money is safe by booking with free cancellation. Just use the fully refundable filter and make sure you read all the terms and conditions.

Why should I book my luxury travel to Lesser Antilles with Expedia?

Nobody does luxury quite like Expedia. With so many gorgeous properties in Lesser Antilles to choose from, as well as access to first-class flight deals and hire cars with horsepower, there’s no better place to book.

Top Luxury Lesser Antilles Hotels

Zemi Beach House, LXR Hotels & Resorts

Zemi Beach House, LXR Hotels & Resorts

Shoal Bay East Shoal Bay
  • 33 min drive from Oyster Bay Marina
Stay at this luxury resort in Shoal Bay. Enjoy free Wi-Fi, free parking and 3 outdoor pools. Our guests praise the helpful staff in their reviews. Popular attractions ...
Zemi Beach House, LXR Hotels & Resorts
Sonesta Ocean Point All Inclusive, Adults Only Resort

Sonesta Ocean Point All Inclusive, Adults Only Resort

1A Rhine Rd. Lowlands
  • 13 min drive from Oyster Bay Marina
Stay at this luxury resort in Lowlands. Enjoy free Wi-Fi, 3 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their reviews. ...
8.8/10 Excellent! (1,005 reviews)
"Despite other reviews I have seen, I was very impressed with the service we received. All the staff were great and personable. The rooms were cleaned daily and the view from the room was amazing. The food was delicious. Azul was our favorite. The sunset was spectacular. I definitely recommend the ..."

Reviewed on 19 Sept 2026

Sonesta Ocean Point All Inclusive, Adults Only Resort
Four Seasons Resort and Residences Anguilla

Four Seasons Resort and Residences Anguilla

Barnes Bay West End Village
  • 26 min drive from Oyster Bay Marina
Stay at this luxury resort in West End Village. Enjoy free Wi-Fi, free parking and 3 outdoor pools. Our guests praise the helpful staff in their reviews. Popular ...
Four Seasons Resort and Residences Anguilla
See all 15,321 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.

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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. Flight-inclusive packages are ATOL protected.