Luxury Villas on the Caribbean's Finest Beaches
What a Week Here Actually Costs
10 guests · 5 bedrooms · 7 nights in February at $3,800 a night
Villa rate
7 nights x $3,800
$26,600
Service charge
10% of the villa rate
$2,660
Taxes
13% GST on the villa rate
$3,458
Fees
Booking fee, damage waiver, departure clean
$199
Private chef
4 days x $600, chef extra
$2,400
Staff gratuities
5% of the villa rate
$1,330
Food & dining
Groceries $75 pp/day, 2 dinners out at about $175 pp
$8,750
Transfers & getting around
Shared boat from St. Maarten both ways, $36 pp departure tax, taxis on island
$2,260
The number the family pays
$4,766 per person · 79% above the villa rate
$47,657
Plus a refundable $2,500 deposit, not included above.
These are our costed estimates for a villa of this class, not a quote. Send us the brief and we'll cost your actual house.
Cost Your Own WeekSubject to Villa Type
Usually Staffed: Housekeeping Included
Daily housekeeping and a villa manager or concierge come with most top-end houses here. Butler cover and laundry vary by house.
Chef Extra
A chef is booked by the day, about $600 for two meals a day for 10. A few of the largest estates sell a chef-inclusive rate instead.
Most villas add a 10% service charge for the house staff on top of the 13% GST, and both are in the costing above. Some estates add an administration fee to extras charged to the villa account. Refundable deposit $2,500, not included above.
Flights
Can You Get There From Where You Live?
Your Nearest Metro
Nonstop from Atlanta into SXM (Delta, year-round), then the boat to Blowing Point. About 3.5 hours in the air.
One connection from Austin, via Miami for the nonstop into AXA. About 6 to 7 hours total.
Nonstop from Boston into SXM (JetBlue, seasonal), then the boat. One connection via Miami into AXA year-round. About 4 hours nonstop.
One connection from Calgary & Edmonton, via Toronto into SXM, then the boat. About 9 to 10 hours total.
Nonstop from Charlotte into SXM (American), then the boat. About 3.5 hours in the air.
One connection from Chicago, via Miami into AXA. Seasonal nonstops into SXM on American and United in winter. About 6 to 7 hours total.
One connection from Dallas-Fort Worth, via Miami into AXA. About 6 to 7 hours total.
One connection from Denver, via Miami into AXA. About 7 to 8 hours total.
One connection from Detroit, via Miami into AXA. About 6 to 7 hours total.
One connection from Houston, via Miami into AXA. About 6 to 7 hours total.
One connection from Las Vegas & Salt Lake, via Miami into AXA. About 8 to 9 hours total.
One connection from Los Angeles, via Miami into AXA. About 9 to 10 hours total.
Nonstop from Miami into AXA (American, year-round). About 3 hours, and no boat. JetBlue also flies Fort Lauderdale into SXM for the boat.
Nonstop from Minneapolis into SXM (Delta, seasonal), then the boat. One connection via Miami into AXA year-round. About 5.5 hours nonstop.
Nonstop from Montreal into SXM (Air Canada, seasonal), then the boat. One connection via Toronto otherwise. About 4.5 hours nonstop.
Nonstop from New York (JFK) into SXM (JetBlue year-round, Delta and American in winter), then the boat. United flies the same route from Newark. About 4 hours nonstop.
Nonstop from Orlando into SXM (Southwest), then the boat. One connection from Tampa via Miami into AXA. About 3 hours nonstop.
Nonstop from Philadelphia into SXM (American, winter season), then the boat. One connection via Miami into AXA otherwise. About 3.5 to 4 hours nonstop.
One connection from Phoenix, via Miami into AXA. About 8 to 9 hours total.
One connection from San Diego & Orange County, via Miami into AXA. About 9 to 10 hours total.
One connection from San Francisco Bay, via Miami into AXA. About 9 to 10 hours total.
One connection from Seattle & Portland, via Miami into AXA. About 10 to 11 hours total.
Nonstop from Toronto into SXM (Air Canada, year-round), then the boat. About 4.5 hours nonstop.
One connection from Vancouver, via Toronto into SXM, then the boat. About 10 to 11 hours total.
Nonstop from Washington DC (IAD) into SXM (United, seasonal), then the boat. One connection via Miami into AXA year-round. About 4 hours nonstop.
Flying into AXA (Clayton J. Lloyd International) puts you on the island with no boat. Flying into SXM (Princess Juliana) means a 20 to 25 minute crossing to Blowing Point. From December 10 to April 12, Tradewind also flies San Juan to AXA daily, with through-ticketing from the big US carriers.
What Governs the Arrival Day
The boats, not the flights. The last shared boat leaves the St. Maarten airport dock at 5:30 PM, so land at SXM by about 4 PM. Private boats run later, but St. Maarten's port closes at 6 PM and late crossings need prior approval and cost more.
Going home, the last shared boat leaves Blowing Point at 3:30 PM, and the boat companies ask you to leave Anguilla three hours before your flight. The Miami nonstop avoids all of it.
Schedules change. We check yours before anyone books.
Best For
- Groups who rank the beach above everything else
- Families and multi-generation trips that want a slow week
- Groups who plan the week around dinners out
- Repeat Caribbean visitors who want somewhere quieter than last time
Not For
- A nightlife or party trip
- Late arrivals via St. Maarten, since the last shared boat leaves at 5:30 PM
- September and October, when much of the island closes
When to Go
High Season
Jan 5 to Apr 15
Festive Window
Dec 18 to Jan 4, minimum 7 nights
Low Season
Apr 16 to Dec 17, with closures late August to October
Minimum Stay
7 nights over the festive window · 4 to 5 nights the rest of the year
Where to Stay in Anguilla
West End
The sunset side of the island, where most of the big beach houses sit. Meads Bay and Long Bay are the pick when the house on the sand is the whole point.
South Coast
Closest to the ferry at Blowing Point, so arrival day is short. The best value for the size, with five-bedroom houses from about $2,000 a night in February.
North and East
Quieter and more spread out, with the island's largest estates at Little Bay. The pick for big groups who put privacy ahead of a restaurant strip.
Pairs Well With
Planning a Trip to Anguilla?
Tell us the group and the dates. We'll come back with the houses that fit and what the week costs.
Request a Costed Shortlist