Private island tour Anguilla — chauffeur guide

Island Tours · Anguilla

Private Island Tours in Anguilla

The Experience

Anguilla at Your Own Pace

Anguilla has 33 named beaches, multiple acclaimed restaurants, dramatic cliffs, and an unhurried island culture that takes time to understand. Discovering it properly requires local knowledge — and the freedom to stay where you want and move on when you're ready.

A private island tour with a local chauffeur combines transport and guide in a single, seamless arrangement. Your driver has been navigating these roads for years and knows which beach to visit at which time of day, which spots the resort brochures don't mention, and where to find the table with the best view.

Unlike group tours, you set the pace. Spend three hours at Shoal Bay if you want to. Skip a stop that doesn't interest you. Add a rum bar in Sandy Ground if the afternoon calls for it. The vehicle is yours for the duration.

01

Entirely Custom Itinerary

Tell us which beaches and sights you want to include. Or ask your driver to recommend — they know what conditions are like on the day.

02

One Hour or Up to Three

The Island Highlights gives you 2 stops in an hour. The Island Discovery gives you the same 2 stops with more time at each and a relaxed pace in between.

03

Local Guide Throughout

Your chauffeur narrates as you go — history, culture, restaurant picks, and the stories behind the places you pass through.

04

Private Vehicle, Just Your Party

No shared minibuses, no fixed stops, no strangers. The vehicle and driver are entirely yours from start to finish.

Highlights

Where the Tour Takes You

The below stops represent a typical itinerary — your driver will customise based on your preferences and conditions on the day.

Best Overall Beach

Shoal Bay East

Consistently ranked among the Caribbean's finest beaches. Vivid turquoise water, fine white sand, beach bars, and enough space to feel uncrowded even at peak season.

Luxury Resort Beach

Meads Bay

Home to Four Seasons Anguilla and Malliouhana. Long, calm, and immaculate — with Blanchard's restaurant at the far end of the bay.

Longest Beach

Rendezvous Bay

Two miles of undeveloped sand with views across to St Maarten. Ideal for a long walk or a genuinely quiet afternoon away from resort crowds.

Social Hub

Sandy Ground

The island's most social strip. Working boat culture, rum bars, local restaurants, and an atmosphere that reflects Anguilla life without the resort polish.

Most Dramatic

Little Bay Viewpoint

Clifftop views over an enclosed beach accessible only by sea. One of the island's best photography spots and a favourite for guests who want something off the standard circuit.

Local Favourites

Barnes Bay & Cove Bay

Quieter, less well-known, and genuinely beautiful. Popular with returning visitors who have already done the obvious stops. Worth it for the calm water and minimal crowds.

Pricing

Island Tour Rates

1 Hour

Island Highlights

$150

$150 covers 2 passengers — $10 per additional person

  • Local chauffeur guide
  • Climate-controlled vehicle
  • 2 beach stops of your choice
  • Chilled water on board
  • Local recommendations throughout

2 to 3 Hours

Island Discovery

$250

$250 covers 2 passengers — $10 per additional person

  • Local chauffeur guide
  • Climate-controlled vehicle
  • 2 beach stops with more time at each
  • Chilled water on board
  • Local recommendations throughout
  • Restaurant stop option

All prices in USD. Base rate covers 2 passengers — additional guests are $10 each. A 50% deposit confirms your booking. Restaurant and entrance fees are not included.

Frequently Asked Questions

What is included in a private island tour of Anguilla?

Every tour includes a dedicated local chauffeur and guide, a climate-controlled private vehicle, 2 beach stops at locations you choose, chilled water on board, and local knowledge throughout. Your driver handles the routing — you handle the enjoyment.

How much does a private island tour cost in Anguilla?

The Island Highlights (1 hour, 2 beach stops) is $150 for up to 2 passengers. The Island Discovery (2 to 3 hours, 2 beach stops with more time at each) is $250 for up to 2 passengers. Additional passengers are $10 each on both tours.

Which beaches does the island tour visit?

The tour can include any combination of Anguilla's 33 beaches. Most guests include Shoal Bay East, Meads Bay, Rendezvous Bay, Sandy Ground, and the Little Bay clifftop viewpoint. Your driver advises on conditions on the day.

Can I customise the island tour itinerary?

Yes — entirely. You choose which beaches, how long to stay, where to eat, and when to return. Your chauffeur provides local knowledge and suggestions, but the day moves at your pace.

How many passengers can an island tour accommodate?

The Mini Sprinter Van takes up to 7 passengers and the Sprinter Van up to 15. Both are available for island tours.

Can the island tour be combined with an airport or ferry transfer?

Yes. A popular option is to arrange a pickup at the airport or Blowing Point and begin the island tour immediately on arrival — finishing at your resort or villa. Contact us to arrange a combined itinerary.