Cast Off In Luxury

Boat Charters

Anguilla From The Water

A Different Side of Anguilla Awaits

Anguilla is famous for its 33 pristine beaches — but some of the island's most spectacular experiences can only be reached by sea. Our private captained charters take you to Sandy Island's powder-white sands, the turquoise shallows of Prickly Pear Cay, and secluded coves untouched by the crowds.

Every charter departs from Anguilla with a local captain who knows these waters intimately. Soft drinks, beers, water, and light snacks are included on every trip — all you need to bring is yourself.

Choose Your Experience

Charter Packages

Private Day Trip

Around Anguilla

$1,800 per trip

Experience Anguilla's turquoise waters and hidden beaches on a private full-day cruise. The boat is entirely yours — your captain, your pace, your itinerary.

  • Full private charter
  • Sandy Island & Prickly Pear Cay
  • Snorkelling gear included
  • Captain & crew
  • Soft drinks, water & beers
  • Light snacks included
Book This Charter
Most Popular

Shared Group Trip

Around Anguilla

$200 per person

(Min 7 · Max 9 passengers)

Enjoy the island's beauty with others on a shared group adventure. Perfect for solo travellers and smaller parties looking for a sociable day on the water.

  • 7–9 guests per trip
  • Sandy Island & Prickly Pear Cay
  • Snorkelling gear included
  • Captain & crew
  • Soft drinks, water & beers
  • Light snacks included
Book This Charter

Island Transfers

Day Excursions

From $2,100 per trip

Travel between islands in style. Scheduled connections from Anguilla to St. Maarten and St. Barth for a day excursion, shopping, dining, or onward travel.

  • AXA → SXM (St. Maarten) $2,100
  • AXA → SBH (St. Barth) $2,600
  • Private charter
  • Captain & crew
  • Soft drinks, water & beers
  • Light snacks included
Book This Charter

What's Included

  • Soft drinks (sodas & juices)
  • Water
  • Beers
  • Light snacks
  • Captain & crew
  • Safety equipment
  • Customised itinerary

Not Included

  • Immigration fees
  • Nature reserve fees

Contact & Departure

Our Vessel

See The Boat

Click any photo to enlarge

Island Life Boat Charters Anguilla
Island Life private charter boat — Anguilla waters
Island Life charter boat on the water — Anguilla
On board the Island Life private charter Anguilla
Anguilla coastline viewed from charter boat
Sandy Island Anguilla from charter boat
Private charter excursion Anguilla snorkelling
Prickly Pear Cay Anguilla — charter day trip
Island Life Boat Charters day on the water Anguilla