Anguilla Yacht Charter Guide | Leeward Islands

Stunning Anguilla beaches

Anguilla Yacht Charters - Exclusively Caribbean!

Anguilla has been one of the Caribbean’s best-kept secrets but is becoming one of its most exclusive and sought after destinations. You will find gorgeous, uncluttered beaches, and Caribbean lifestyle with a hint of British Culture. There is a palpable friendliness on the island making it a relaxing charter destination.

Charter clients can fly directly into the Anguilla airport now that the airport has been expanded for private jets. Alternatively, Anguilla is just six miles to the north of St. Martin and reachable in about 20 minutes by boat.

Although the two islands of St Martin and Anguilla are geographically close, they are worlds apart in terms of their character. Anguilla does not have deep-water ports for large cruise ships as St. Martin does. It has become a sought after destination because of its natural beauty and the privacy it affords many celebrities and wealthy visitors who frequent the island. Stylish and elegant, Anguilla welcomes the good life but at the speed suited to the more casual island lifestyle.

Anguilla is a British Overseas Territory, so English is spoken and cars drive on the left side of the road! 

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Map of Anguilla charter destinations and places to visit

Must do in Anguilla

Malliouhana Hotel is an exclusive spa/hotel that is the perfect spot to spend the afternoon being pampered! 

For a little more action, the most popular beach on the island is Shoal Bay, which is famous for its offshore reef and beach bars (Elioda’s, Gwen’s Reggae Grill, Uncle Ernie’s BBQ, and Madeariman’s Reef Restaurant). It attracts many visitors and activity (chairs and lounges to rent, glass bottomed boats to view the reef, etc.).

But don’t worry, you don’t have to deal with the buzz of Shoal Bay to find a funky beach bar. At Junks Hole Beach on Savannah Bay, try the Palm Grove, a beach bar specializing in rum drinks, crayfish and lobster. It was written up in the New York Times with the ultimate compliment…”Happiness awaits…” 

Happiness also awaits in the lovely gourmet restaurants that help create the 'hidden Beverly Hills” reputation of the island.

Best Restaurants in Anguilla

Blanchards Restaurant,Anguilla
c/o blanchardsrestaurant.com

One of the most famous restaurants in Anguilla is Blanchard’s in Mead’s Bay owned by Bob and Melinda Blanchard. The couple moved to Anguilla from New England and have written a book about the experience entitled Live What You Love. Have you ever thought of chucking your life and moving to an island? If so, this book could be dangerous!

Other gourmet restaurants on the island include:

Altamar, a chic restaurant alongside the architecturally famous Altamar Villas in Shoal Bay.
Koal Keel, an authentic plantation restaurant in the Valley with a 15,000 bottle wine cellar,
Michel Rostang’s spectacular restaurant at the Malliouhana Resort on Mead’s Bay complete with a 25,000 bottle wine cellar. Santorini’s at the CuisinArt Resort in Rendezvous Bay, which boasts an organic farm and offers cooking classes.
Straw Hat, a sophisticated restaurant with local flare built on a pier in Forest Bay.

For a more casual island dining experience try:

Big Jim’s Snack Bar at Blowing Point, which supposedly has the best BBQ chicken on the island.
Barrel Stay on the beach in Sandy Ground
Mango’s Seaside Grill, an open-air restaurant overlooking Barnes Bay.
La Veranda a new family-owned restaurant in Sandy Ground whose French chef serves Caribe Mediterranean fare with real zest.
Oliver’s Seaside Grill at Long Bay.
Tasty’s, whose chef and owner was formerly at the Malliouhana Hotel.

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Leeward Islands Charter Yachts

The Boatbookings Advantage


Our Caribbean destinations: The Windward Islands | Antigua | British Virgin Islands | Grenada | Guadeloupe | Martinique | Spanish Virgin Islands | St Barths | Anguilla | St Martin/Maarten | St Lucia | St Vincent and the Grenadines | US Virgin Islands - St Thomas, St John, St Croix

Sort through the charter yachts below or use these handy links to quickly find the yachts that best fit your needs:

Motor Yachts:   Crewed
Catamarans:   Crewed
Yachts for Special Events:   Motor Yachts

DONA LOLA - Westport 130 - 5 Cabins - St Martin - St Barths - Anguilla
DONA LOLA
    Westport 130 - 5 Cabins - St Martin - St Barths - Anguilla
  • Westport 130 Luxury Crewed Motor Yacht
  • Length: 39.6 m
  • Year: 2003 (2018 Refit)
  • Cabins: 5
  • Berths: 10
  • From $100000 to $115000 per week
Details Enquire
  • Berths: 10
  • Cabins: 5
  • Crew: Crewed
  • Type: Motor
  • Length: 39.6 m (134' )
  • Year: 2003 (2018 Refit)
From $100000 to $115000
per week

BOATBOOKINGS SAYS:
"DONA LOLA strikes the perfect combination of style and performance, with something for everyone!"

DB9 - Palmer Johnson 52m - 5 Cabins - Nassau - Staniel Cay - Exumas
DB9
    Palmer Johnson 52m - 5 Cabins - Nassau - Staniel Cay - Exumas
  • Palmer Johnson 52m Luxury Crewed Motor Yacht
  • Length: 52.4 m
  • Year: 2010
  • Cabins: 5
  • Berths: 12
  • From $250000 to $275000 per week
Details Enquire
  • Berths: 12
  • Cabins: 5
  • Crew: Crewed
  • Type: Motor
  • Length: 52.4 m (178' 8")
  • Year: 2010
From $250000 to $275000
per week

BOATBOOKINGS SAYS:
"The truly recognisable yacht has so many unique and amazing features, she is an opportunity not to be missed!"

VanDutch 55 - Day charter - Saint Martin - Anguila
VanDutch 55
    Day charter - Saint Martin - Anguila
  • Day charter Crewed Motor Yacht
  • Length: 16.49 m
  • Year: 2013
  • Cabins: 0
  • Berths: 0
  • From €4170 to €5030 per day
Details Enquire
  • Berths: 0
  • Cabins: 0
  • Crew: Crewed
  • Type: Motor
  • Length: 16.49 m (56' 4")
  • Year: 2013
From €4170 to €5030
per day

BOATBOOKINGS SAYS:
"Feel like James Bond while exploring the stunning islands in this luxurious yacht!"

ORION - Catana 90 - 4 Cabins - St Martin - St Barths - Anguilla
ORION
    Catana 90 - 4 Cabins - St Martin - St Barths - Anguilla
  • Catana 90 Luxury Crewed Catamaran
  • Length: 27.432 m
  • Year: 2008
  • Cabins: 4
  • Berths: 8
  • From $46000 to $57500 per week
Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Catamaran
  • Length: 27.432 m (93' 7")
  • Year: 2008
From $46000 to $57500
per week

BOATBOOKINGS SAYS:
"Boatbookings favorite boat from the 2013 BVI Charter Yacht Show!"

Broward 100 - St Barts Day Charter Yacht - Anguilla - St Martin
Broward 100
    St Barts Day Charter Yacht - Anguilla - St Martin
  • St Barts Day Charter Yacht Crewed Motor Yacht
  • Length: 100 m
  • Year: 2004
  • Cabins: 5
  • Berths: 10
  • From €8820 to €13440 per day
Details Enquire
  • Berths: 10
  • Cabins: 5
  • Crew: Crewed
  • Type: Motor
  • Length: 100 m (340' 4")
  • Year: 2004
From €8820 to €13440
per day

BOATBOOKINGS SAYS:
"The only yachts in St Barts that can carry up to 18 passengers."

Princess V65 - Day Charter - St Barths - Anguilla VIEW 1 REVIEW 
Princess V65
    Day Charter - St Barths - Anguilla
  • Day Charter Crewed Motor Yacht
  • Length: 0 m
  • Year:
  • Cabins: 4
  • Berths: 0
  • From €4590 to €5495 per day
VIEW 1 REVIEW  Details Enquire
  • Berths: 0
  • Cabins: 4
  • Crew: Crewed
  • Type: Motor
  • Length: 0 m (0' )
  • Year:
VIEW 1 REVIEW
From €4590 to €5495
per day

BOATBOOKINGS SAYS:
"Princess 65 available to charter with 14 guests around the beautiful island of St Barths."

CHAOS INTERRUPTED - Lagoon 450 - 3 Cabins - St Thomas - St John - USVI VIEW 1 REVIEW 
CHAOS INTERRUPTED
    Lagoon 450 - 3 Cabins - St Thomas - St John - USVI
  • Lagoon 450 Luxury Crewed Catamaran
  • Length: 0 m
  • Year: 2016
  • Cabins: 3
  • Berths: 6
  • From $22600 to $24450 per week
VIEW 1 REVIEW  Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Catamaran
  • Length: 0 m (0' )
  • Year: 2016
VIEW 1 REVIEW
From $22600 to $24450
per week

BOATBOOKINGS SAYS:
"Recently refitted Lagoon 450 is available for your unforgettable charters in the Caribbean!"

BEYOND - Fountaine Pajot Aura 51 - 4 Cabins - St Martin - St Lucia - St Vincent - Bequie-Grenada - Bahamas
BEYOND
    Fountaine Pajot Aura 51 - 4 Cabins - St Martin - St Lucia - St Vincent - Bequie - Grenada - Bahamas
  • Fountaine Pajot Aura 51 Crewed Catamaran
  • Length: 15 m
  • Year: 2022
  • Cabins: 4
  • Berths: 0
  • From $21900 to $28680 per week
Details Enquire
  • Berths: 0
  • Cabins: 4
  • Crew: Crewed
  • Type: Catamaran
  • Length: 15 m (51' )
  • Year: 2022
From $21900 to $28680
per week

BOATBOOKINGS SAYS:
"A rare and unique opportunity to charter a new Fountaine Pajot Aura 51 in the Leewards and Grenadines in the Winter and the Bahamas in the Summer."

Princess V70 - Day Charter - St Barths - Anguilla
Princess V70
    Day Charter - St Barths - Anguilla
  • Day Charter Crewed Motor Yacht
  • Length: 22.5 m
  • Year: 2006 (2018 Refit)
  • Cabins: 3
  • Berths: 7
  • From €5435 to €6340 per day
Details Enquire
  • Berths: 7
  • Cabins: 3
  • Crew: Crewed
  • Type: Motor
  • Length: 22.5 m (76' 6")
  • Year: 2006 (2018 Refit)
From €5435 to €6340
per day

BOATBOOKINGS SAYS:
"Beautiful yacht available for full day charters around St Barts."

Mochi Craft 74- Day Charter - St Barths - Anguilla
Mochi Craft 74
    Day Charter - St Barths - Anguilla
  • Day Charter Crewed Motor Yacht
  • Length: 74 m
  • Year: 2006
  • Cabins: 4
  • Berths: 8
  • From €6790 to €9320 per day
Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Motor
  • Length: 74 m (251' 8")
  • Year: 2006
From €6790 to €9320
per day

BOATBOOKINGS SAYS:
"Stylish day charter yacht perfect for large groups!"

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