Day Charter · Antigua · Leeward Islands
Antigua Sailing Day
365 beaches, sheltered leeward water, and a full day at the pace you set — the most popular short charter on the island.
Private proposals within 48 hours
From
$695full day · 6–8 hrs
Departure
Antigua · St. Martin · Leeward Islands
Aboard
Cap II · Flying Wing
An Antigua sailing day is the simplest, most rewarding short charter on the island. We leave Jolly Harbour or English Harbour mid-morning, sail along the leeward coast picking up the trade winds, and drop anchor at one of three or four secluded bays for a long swim, lunch aboard, and a slow afternoon.
The classic route runs north from Jolly Harbour past Pigeon Beach and Hermitage Bay to Deep Bay, where the wreck of the Andes lies in 30 ft of water for a snorkel. From English Harbour the route is south — Carlisle Bay, Rendezvous Bay, and around the windward coast in settled weather. Either route ends back at the dock by sunset.
These are private charters. The yacht is yours for the day — your party, your pace, your music. The crew handles the sailing, the cooking, the timing. You decide which bays to anchor in and how long to stay.
Highlights of this charter
Leeward-coast anchorages
Pigeon Beach, Hermitage Bay, Deep Bay — three sheltered bays within a 90-minute sail of Jolly Harbour, each different in feel.
Snorkelling at the Andes wreck
A schooner that sank in Deep Bay in 1905. Lies upright in 30 ft of clear water — the prop and rudder visible from the surface.
Lunch aboard
Fresh local fish, salads, fruit, and a good wine. Simple, quiet, and timed to whichever anchorage you have settled into.
Sunset return
Most days end with the run back into the harbour at golden hour — the best light on Antigua's south coast.
Sailing this route with RexSailing
Local captains
Our crews live in Antigua year-round and know every bay on the leeward coast — including the ones that don't make the maps.
Three yachts, three options
SISU for couples or small parties from $695/day, Flying Wing for families and groups at $1,595/day, Cap II for guests who want the flagship at $2,950.
All-inclusive
Yacht, crew, fuel, mooring, food, and drinks. Pickup at the marina, sail at the time you choose. Nothing extra to organise.
Pair this charter with
Before you enquire
What time does the day start?
Usually 10am at the marina. We can move earlier or later by request — sunset charters start around 4pm.
Can we choose the route?
Yes. We sketch the day with you in advance based on weather and your preferences. The captain has discretion to change anchorages on the day if conditions warrant.
Is food and drink included?
Yes — lunch aboard, snacks, soft drinks, and a thoughtful selection of wine and beer. Special dietary needs (vegetarian, gluten-free, allergies) accommodated with notice.
What if it rains?
Antigua's leeward coast is sheltered from the trades and rain showers usually pass quickly. If conditions look genuinely poor, we will reschedule at no charge.
An Antigua sailing day is the most-booked short charter we run. Tell us your dates, your party size, and which yacht you have in mind — we will handle the rest.
Find the Right Yacht for Your Charter
Tell us your dates, group size, and preferred experience - we will match you with the ideal yacht.
Private proposals within 48 hours · Enquiries handled discreetly
RexSailing · Antigua · St. Martin