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Lesser Antilles Vacation Packages

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Anguilla featuring a sandy beach, general coastal views and landscape views

Lesser Antilles
Caribbean
Hotwire.com

Lesser Antilles Flight + Hotel Packages

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

Simpson Bay Resort, Marina & Spa

4 out of 5

Save 100% on your flight

Price was $1,549, price is now $859 per person

$859

per person

Jan 9 - Jan 13

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Philipsburg (SXM)

Stay at this 4-star beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.

The Villas at Simpson Bay Resort

4 out of 5

Price was $2,770, price is now $1,220 per person

$1,220

per person

Jan 4 - Jan 9

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Philipsburg (SXM)

Stay at this 4-star beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Orient Bay Beach and Maho Beach are located nearby.

Holland House Beach Hotel

4 out of 5

Save 100% on your flight

Price was $1,970, price is now $1,241 per person

$1,241

per person

Jan 4 - Jan 9

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Philipsburg (SXM)

Stay at this 4-star beach hotel in Philipsburg. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Orient Bay Beach and Maho Beach are located nearby.

Oceans at Divi Little Bay

4 out of 5

Save 100% on your flight

Price was $3,403, price is now $2,148 per person

$2,148

per person

Dec 24 - Dec 28

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Philipsburg (SXM)

Stay at this 4-star hotel in Philipsburg. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Orient Bay Beach and Maho Beach are located nearby.

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5

Price was $1,804, price is now $1,229 per person

$1,229

per person

Dec 24 - Dec 28

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Philipsburg (SXM)

Stay at this 3.5-star family-friendly hotel in Oyster Pond. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Orient Bay Beach and Grand Case Beach are located nearby.

Divi Little Bay Beach Resort

4 out of 5

Save 100% on your flight

Price was $2,570, price is now $1,752 per person

$1,752

per person

Dec 24 - Dec 28

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Philipsburg (SXM)

Stay at this 4-star beach resort in Philipsburg. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Orient Bay Beach and Maho Beach are located nearby.

Sapphire Beach Club Resort

3 out of 5

Price was $1,335, price is now $952 per person

$952

per person

Dec 24 - Dec 28

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Philipsburg (SXM)

Stay at this 3-star beach resort in Lowlands. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Mullet Bay Beach and Maho Beach are located nearby.

La Vista Hotel

3 out of 5

Price was $1,317, price is now $940 per person

$940

per person

Jan 4 - Jan 9

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Philipsburg (SXM)

Stay at this 3-star beach hotel in Simpson Bay. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.