January 25th  to February 5th

50th Anniversary of Police Week

A Week of activities and awareness talks throughout the island at the various schools. Concerts, car raffle with dinner & dance to round off the entire week. (Activities start at various times)

February

St. Gerard’s Garden Party

Showcasing cuisine from other islands prepared by members of St. Gerard’s congregation; live music and dancing. (6:30 – until)

February

Annual Flower & Garden Show

One day of flower displays and competitions on the grounds of Wallblake House. (11:00 am – 6:00 pm)

March 2nd

James Ronald Webster Day

Public Holiday: Speeches and tributes to the Father of the Nation (James Ronald Webster) takes place at Old East End School and Grounds. (8:00am – noon)

March 5th – 12th

Annual Women’s Week

Features radio interviews with 15 women in the Anguillian community discussing their successes, challenges and ability to stay motivated despite obstacles. Events include an International Women’s Day reception sponsored by His Excellency, the Governor, Mr. Tim Foy,  and Women’s Empowerment Luncheon hosted by CuisinArt Golf Resort and Spa.

March 9th – 12th

Annual Moonsplash Music Festival

Takes place at the Dune Preserve on Rendezvous Bay, normally around the first full moon before Easter. The concerts are hosted by Anguilla’s very own Bankie Banx, featuring internationally-acclaimed and regional recording artists from around the world
(8:00 pm – until)

April 15th

Good Friday

Public Holiday: A day of church services for all denominations throughout the island. (Various times)

April 16th – 17th

Annual Festival Del Mar

Celebrating all things of the sea in the beautiful fishing village of Island Harbour. Deep Sea fishing competition, swimming races, crab races and culinary competition, and live string band music are all part of the activities for this two day event. B-Class boatrace on Saturday and A-Class boat race on Sunday (10:00am -6:00pm)

April 18th

Easter Monday Boat Race

Public Holiday: A-Class Egbert Connor Boatrace at Sandy Ground. (2:00pm)

May 2nd

Labour Day

Public Holiday: Fun Sports Day amongst Government Departments and Private sector companies. James Ronald Webster Park.
10:00 am until

May 6th

National Day of Prayer

Marks the beginning of the month-long Anguilla Day Celebrations to commemorate the revolution of 1967. An entire day of prayer at the House of Assembly, churches and other public places throughout the island.

May 11th to 14th

Anguilla Culinary Experience (ACE)

The Anguilla Culinary Experience (ACE) is a new, five-day international festival.  This May, talented chefs from Anguilla and around the world will showcase why Anguilla is the Culinary Capital of the Caribbean through curated epicurean experiences at world-class resorts, villas and restaurants that draw on the island’s rich history, creativity and fresh farm- and sea-to-table ingredients.

May 30th

Anguilla Day Celebrations

Public Holiday: The most significant holiday on the Anguillian calendar of events, and culmination of the month-long celebrations to commemorate Anguilla Day.

May 30th

Around-the-Island Boat Race

Featuring A-Class Boats starts and ends in Sandy Ground (10:00am – 6:00pm).
June 3rd

Platinum Jubilee & Celebration of the birthday of Her Majesty the Queen

Public Holiday: Public Holiday: All uniformed organizations parade at James Ronald Webster Park in the morning and cocktails are served in the evening at Government House to invited guests. A Class Boat race at Crocus Bay.

June 3rd

“A Village Ting”

A cultural Festival held at one of our heritage sites “the ole East End School” Celebrating games and food of yesteryear.

June 4th to 5th

Annual West Fest

West Fest is a new festival in the West End that is designed to showcase Anguilla’s diverse community in the form of food. The Caribbean Cookout which will take place along Meads Bay (between Carimar and Blanchard’s) will host stalls of food from the various Caribbean islands resident on our island.

June 6th

Whit Monday

Public Holiday: Whit Monday A Class Boat Race at Sandy Ground.

June 6th

Welches Fest

Public Holiday: Held the ball field in Welches Village, Welches Fest takes place the ball field in Welches Village on the public holiday of Whit Monday each year. Starting at around 5:30 am you can have an old fashioned breakfast of “flour pap” (a type of porridge) to start your day. All things at this fest are of yesteryear, including food, drinks, toys, games and music. 5:30am – 8:00pm.

June 18th -25th

Annual Men’s Week

Features radio interviews with 15 men in the Anguillian community discussing their accomplishments, trials and ability to stay encouraged despite hurdles. Events include a Father and Son Prayer Breakfast in recognition of Father’s Day and a Men’s Networking Luncheon hosted by CuisinArt Golf Resort and Spa.

July 17th

Annual Miss “Tiny Tott” Pageant

Part of the Pre Summer Festival events. This Pageant takes place at the Landsome Bowl Cultural Centre for girls ranging from 6-9 years old. A fun evening for the children with Cartoon Characters.

July 17th

Annual John T Memorial Cycling Race

A 75-mile (120 KM) regional cycling event that commemorates the life and legacy a pioneer in the cycling arena in Anguilla.  The race starts in The Valley and continues eastward to the Sandy Hill roundabout, then on to West End , then on the way back to The Valley, looping through Sandy Ground and back to The Valley.  Male Cyclist traditionally complete three laps along this route.

July 30th

South Valley Community Street Fair

Members of the South Valley Community unite and produce a fair with local food, cooking competitions and music. (8:00am-6:00pm)

July 29th to August 7th

Anguilla Summer Festival

A celebration of Caribbean Carnival activities by night, and traditional Boat-racing by day, pageantry, music and street dancing. (various starting times at LBCC, and Anguilla’s spectacular beaches). (5:30pm – until).

July 2022

Magic City’s All White Soca Affair

July 31st

Heineken Boat Race

A & B Class boat races in Sandy Ground.
August 1st

August Monday | Emancipation Day | J’ouvert Morning

Caribbean Beach Party (Sandy Ground)
Taking to the streets in the Valley at 4:30 am and reveling to Sandy Ground accompanied by the leading local bands. Then it’s the A & B Class Boat races and the hottest Caribbean Beach Party. 4:30am -2:00am

August 2nd

August Tuesday Boat Race

A Class race from Sandy Ground to Island Harbour.

August 3rd

Wednesday Boat Race

A Class race from Sandy Ground to Blowing Point and back.

August 4th

August Thursday | Eyes Wide Shut Day Break Fete

Public Holiday: This holiday commences with the Ultimate Anguilla Carnival Day Break Fete, Eyes Wide Shut on the Sandy Ground Field, beginning at 12:00am.

It is also a great day for picnics and family reunions and the ATB-sponsored A & B class Boat races at Meads Bay, with Live Entertainment from 10:00am- until.

August 5th

Constitution Day | Grand Parade of Troupes

Troupes from villages all over the island come together on the last Friday of Summer Festival to parade through the streets of the Valley. Colourful costumes depicting cultural and fantasy themes and the winner of Road March is announced. (1:00-9:00pm)

August 6th

Anguilla Poker Run

An all-day event that attracts up over 100 boats from across the region, that make four stops at Da Vida’s in Crocus Bay, Island Harbour, Rendezvous Bay and Meads Bay. Each stop features a different beach party, loads of games, competitions, music, food, drinks, dance contests. The winning poker hand receives $5000.
August 7th

Champion of Champion’s Boat Race

A Class race at Sandy Ground

November 27th to December 3rd

Tourism Week

Includes Valley Street Festival and Taste of the Islands, Church Service, school and industry-wide awareness, educational activities. The Event Climaxes with the AHTA Grand Gala and Awards banquet.

Valley Street Festival (as part of Tourism Week)

Local vendors, Farmers Association, Scouts and Guides and the Department of Youth & Culture in partnership with the Anguilla Tourist Board bring this event to the area of the Agriculture Grounds with Domino, face painting, live music and games. (10:00am-6:00pm).

November 25th to December 10th

16 Days of Activism

Includes Gender Affairs Unit events in recognition of promoting social justice and human rights in Anguilla; encouraging community service, eliminating poverty and hunger, and ending all forms of violence and discrimination.

December 1st

Anguilla’s Optimist Race Against Aids

A public awareness campaign to raise funds for AIDS research and related services.

December 2022

Christmas Tree Lighting & Valley Christmas Festival

A Festival of lights illuminating the entire Coronation Avenue.  Christmas Activities and Entertainment at the Trough in The Valley, next to the Department of Natural Resources (Agricultural Grounds).

December 19th

National Heroes & Heroines Day

A celebration in honour of the past and present heroes and heroines of the 1967 Anguilla Revolution.

December 19th

Annual South Hill Christmas Experience

A celebration of Christmas traditions and culinary treats next to the South Hill Village Community Rock Oven.

December 25th

Christmas Day

Public Holiday

December 26th

Boxing Day

Public Holiday

January 1st

New Year’s Day

Public Holiday

You can arrive in Anguilla by air or sea. Anguilla is a British Overseas Territory and is located in the Eastern Caribbean, just an eight-minute flight or 25-minute boat or ferry ride north of its closest neighbor, the Dutch/French island, St. Maarten/St. Martin (search for flights to SXM/Princess Julianna International Airport). Or fly direct to Anguilla (AXA) from Miami, Florida in the US (MIA); San Juan, Puerto Rico (SJU); Antigua (ANU), St. Thomas (STT), the Dominican Republic (SDQ) or other islands to get here.   Our concierge can offer travel advice and arrange boat transfers, taxi, car services or car rentals. Once you arrive in Anguilla, Spyglass Hill Villa is only a 15-minute drive from either Blowing Point Ferry Terminal or the Anguilla Airport.  Our staff can arrange taxis or car rentals, which can be picked up at either port or delivered to you at Spyglass Hill Villa when you are ready to explore. 

Flying Direct to Anguilla's Airport 
Visitors can fly directly into Anguilla’s Clayton J. Lloyd International Airport (AXA) from International Gateway Dutch/French St. Maarten/St. Martin (SXM); San Juan, Puerto Rico (SJU); Antigua (ANU), St. Thomas (STT), Dominican Republic (SDQ) and St. Barth's (SBH) or by private plane.  American Airlines now offers direct flights from Miami (MIA) to Anguilla (AXA).

Arriving via St. Maarten and Traveling to Anguilla by Sea or Air Transfer
Because it offers more flexibility, many guests choose to first fly to St. Maarten’s Princess Juliana International Airport (SXM), then take a 25-minute private or shared sea shuttle, or a 20-minute taxi ride followed by a 30-minute public ferry or arrange an eight-minute flight or air transfer to Anguilla.  Direct flights to St. Maarten originate in many US major cities, as well as Toronto, Paris, Amsterdam, Panama City, and San Juan.  If flying through a gateway like St. Maarten on your way to Anguilla, be sure to treat your trip as two legs when searching flights.  The first leg will be to SXM and then book a second, separate trip to Anguilla.  You will likely find better prices and more flight options.  From St. Maarten, local airlines such as Anguilla Air Services or Trans Anguilla Airways offer daily flights, including private charters, to Anguilla and may offer options that allow you to bypass customs in St. Maarten to get you on the beach faster.

Private & Shared Sea Shuttles from the Dutch Side St. Maarten
You can get to Anguilla by sea from our neighbor island St. Maarten/Martin via private or semi-private sea shuttle such as Calypso Charters Anguilla, Funtime, Gotcha or Link Ferry from the Dutch side (St. Maarten).  Guests must first clear Immigration and Customs in St. Maarten and then proceed to Anguilla. The trip takes about 25 minutes and includes a van transfer from the airport (SXM) to the boat dock across the street.  Reservations are required and you may save money by booking a round-trip ticket. You’ll arrive at Anguilla’s Blowing Point Ferry Terminal before the ice in your complimentary rum punch has melted.

Public Ferry from the French Side St. Martin 
As an alternative, you can take a 20-minute taxi ride from the airport on the Dutch side (St. Maarten) to the Marigot Ferry Terminal on the French side (St. Martin) where you can travel to Anguilla via the scheduled public ferry. The schedule is as follows:

Departure times from Blowing Point, Anguilla are a follows:

• 8:30am
• 9:30am
• 11:30am
• 1:30pm
• 3:30pm
• 5:15pm

Departure times from Marigot, St. Martin, are as follows:

• 9:30am
• 10:30am
• 12:30pm
• 2:30pm
• 4:30pm
• 6:00pm

Passengers taking the ferry must have their names on the manifest 15 minutes prior to departure.  No advance reservations. The Ferry crossing is approximately 25 to 30 minutes between both Islands.

Arriving in Anguilla by Private Boat 
Private boats are welcome. Contact us for details and logistics.

Entry Requirements 
Anguilla has discontinued all COVID-19-related entry protocols.  A passport valid for at least six months beyond your arrival date, as well as return or onward tickets are also required for all visitors to enter Anguilla.  Be sure to bring your passport with you on any day trips to neighboring islands.  Additionally, citizens of certain countries will also need an entry visa.  Green card holders must have a valid green card and valid passport from their country of origin. Please confirm entry requirements before booking with your travel advisor or at the UK government website or Anguilla’s tourism website.

Getting Around Anguilla

There aren’t any buses, trains or other public transportation in Anguilla. Most residents bike, walk or own cars.

Car/Van Service
For your convenience, we can arrange luxury car or easy van service to collect you from the airport or ferry and drive you in comfort to Spyglass Hill Villa.  Car and van service, including a tour guide, can also be arranged to show you around the island. 

Rental Cars 
We are happy to arrange car rentals for you and you can collect your car at the airport, ferry terminal or have it delivered to the Villa.  Anguilla is enjoyable and safe to explore, so if you prefer to drive yourselves, we can arrange a rental car, jeep or SUV for you.  Anguilla has one main road that connects one end of the island to the other, with many smaller roads feeding into it.  It takes about 45 minutes to drive its length.  Driving is on the left-hand side of the road and the speed limit is 30 mph.  To drive, you must be 18 years old, show a valid driver’s license from your resident country and purchase a temporary Anguilla driver’s license.  Your rental car company will provide this license for around $25 US.  Children’s car seats can be arranged.  You’ll quickly notice that most businesses and accommodations don’t have detailed street addresses, often just listing their location as “The Valley” or referring to the bay or road on which they are located.  Apps such as Waze and Google Maps are useful on Anguilla.

Taxis
Anguilla taxis are best for short trips as fares can be expensive and extra charges for after 6 pm, additional people and baggage can add up.  Taxis are required to be registered and the rates are set so you can confirm your fare in advance with the dispatcher.  Our concierge can arrange this for you.  Many guests take a taxi from the airport or ferry terminal and then rent a car the following day for the remainder of their trip. 

Anguilla is, simply put, a beach lover’s paradise!  Voted the best beaches in the world by The Travel Channel, Anguilla boasts 33 powder white, stunning beaches, each with its own personality and appeal. Spyglass Hill villa overlooks the calm tranquil waters of Road Bay beach and habour in Sandy Ground, while the turquoise water and white sands of Katouche Bay, Crocus Bay, Little Bay and Limestone Bay dot the coast only a few minutes away.

Shoal Bay East, about 10 minutes drive away, carries the undisputed title as Anguilla’s most popular beach with its many hotels, bars and restaurants. Be sure to bring your camera as Shoal Bay East offers some of the most spectacular photo ops on Anguilla!

For beach-strollers, Rendezvous Bay beach offers 2 miles of pure joy, while Island Harbour beach gives visitors a chance to purchase fresh fish and lobster from local fisherman right off the pier! Meads Bay is an exclusive destination in itself with fabulous restaurants and spa experiences!

Whichever beach you chose as your favourite you can be sure that all of Anguilla’s beaches offer simple tranquil pleasures and a rejuvenation of the soul.

Eating is a big part of the Anguilla Experience! Anguilla offers more gourmet restaurants per square mile than New York City! Gastronomic pleasures abound on this 35 square mile island, from beach and road side fare to 5 star restaurants.

Spyglass Hill Villa is centrally located only five minutes away from the Sandy Ground Village, which offers several restaurants that cater to every budget including VEYA, The Cafe at VEYA, Dolce Vita Restaurant, Roy’s Bayside Grill, Lit Lounge, Barrel Stay, Sand Bar, Johnno’s Beach Stop, and Elvis Beach Bar. Several other restaurants and beach bars are just a short drive away. Just around the corner from Spyglass Hill is Corner Bar Pizza, which serves some of the island’s best pizzas.

Several other restaurants and beach bars are just a short drive away, such as Sharky’s Restaurant, Ember Restaurant, Tasty’s, E’s Oven and Davida’s.

From Continental to French, American to Caribbean, Thai to Italian, Anguilla’s restaurants are sure to please every palate. Other guest favourites include Café Celeste, Leon’s, Ken’s BBQ on the Strip, Straw Hat, Sand Bar, Hibernia, Jacala, Tokyo Bay, The Cap Shack, D’Richards, Cip’s by Cipriani, Sunset Lounge, Ochu, Breezes, Salt, Bamboo Bar & Grill, Pimms, Trattoria Tramonto, Blanchard’s Beach Shack, Picante, Sunshine Shack, Tropical Sunset, Blanchard’s Restaurant, Gwen’s Reggae Grill and Village Bake House.