Departure Style
Private day charters
Crewed departures shaped around your guests, not a group-tour schedule.
Private Day Charters . Antigua · St. Martin · Leeward Islands
Day Charters
Private departures from our two home ports — Antigua in the south, St. Martin in the north — into the heart of the Leeward Islands. Barbuda, St. Barts, St. Kitts & Nevis, Anguilla, Guadeloupe, and the quiet bays of Antigua and St. Martin. Each day is shaped around your guests.
Experiences
15 charter styles
Departure
Antigua or St. Martin
Rhythm
Day & sunset
Easy departures. Warm water. Tailored days at sea.
Signature Departure
Classic Antigua Day Sail
Aboard Flying Wing · 6 hrs|from $695
Day charters with warmth and freedom
Private departures from our two home ports — Antigua and St. Martin — for relaxed sailing, coastal views, swim stops, sunset returns, and custom days that feel personal from departure to return.
Best Moments
Swim stops and sunsets
Built for warm-water cruising, quiet anchorages, and easy time at sea.
Planning
Flexible and tailored
Choose the pace, timing, and route that suit your day on the water.
Private Charter
Crewed and arranged for your group
Leeward Waters
Departures through calm coastal scenery
Day & Sunset
Shorter sails or longer custom days
Tailored Pace
Swim stops, views, and easy timing
Day Charters from Antigua & St. Martin
Signature routes through the Leeward Islands, departing privately from our two home ports — Antigua and St. Martin. Every charter is crewed, provisioned, and paced to suit your party — half-day, full-day, sunset, or bespoke.
Aboard Flying Wing · 6 hrs
$695
Charter rate
Classic Antigua Day Sail
Aboard Flying Wing · 6 hrs
A relaxed introduction to the Leewards — departing Jolly Harbour, sailing along Antigua's western coast to Pigeon Beach and Falmouth Harbour for swim stops, lunch on board, and a warm return before the tradewinds drop.
6 hours
Up to 10 guests
Lunch onboard
Flexible durationPrivate guests
Aboard Flying Wing · 3 hrs
$750
Charter rate
Sunset Charter
Aboard Flying Wing · 3 hrs
A late-afternoon departure into the trade-wind glow. Drinks and light bites on deck, a short sail along Antigua's western shore, and a calm return by the last light of the day.
3 hours
Sunset timing
Drinks & canapés
Flexible durationPrivate guests
Aboard Flying Wing · 9 hrs
$1,395
Charter rate
Barbuda Day Trip
Aboard Flying Wing · 9 hrs
Depart Antigua at first light for the ~30 nm passage to Barbuda. Anchor off the famous pink-sand beach, tender ashore for a quiet beach walk and lunch, swim the shallow flats, and sail home in the late afternoon.
9 hours
Up to 10 guests
Pink Sand Beach
Flexible durationPrivate guests
Aboard Flying Wing · 10 hrs
$1,595
Charter rate
Cades Reef Marine Park
Aboard Flying Wing · 10 hrs
The iconic day on Antigua's western coast. Sail south to the Cades Reef Marine Park, snorkel the protected reef, paddle the turquoise shallows, and barbecue at a quiet cove before the downwind return.
10 hours
Reef snorkel
Cades Reef
Flexible durationPrivate guests
Aboard Flying Wing · 8 hrs
$1,195
Charter rate
Falmouth & English Harbour
Aboard Flying Wing · 8 hrs
A favourite of seasoned sailors — round Antigua's south coast to Falmouth and English Harbour, the historic Nelson's Dockyard. Swim, paddle, walk the heritage waterfront, and lunch at Pillars or Pigeon Beach.
8 hours
Nelson's Dockyard
Paddleboards
Flexible durationPrivate guests
Aboard Flying Wing · 9 hrs
$1,495
Charter rate
Nevis & St. Kitts Day Reach
Aboard Flying Wing · 9 hrs
A long downwind day to Nevis (~55 nm). Morning at Pinney's Beach, lunch aboard or at Sunshine's beach bar, afternoon view of St. Kitts across The Narrows — return to Antigua next day or by overnight passage.
9 hours
Pinney's Beach
Quiet anchorages
Flexible durationPrivate guests
Aboard Flying Wing · 10 hrs
$1,895
Charter rate
Full Leewards Hopper
Aboard Flying Wing · 10 hrs
A fast-paced highlights day — Antigua to Barbuda, snorkel the lagoon, a swim stop on a deserted beach, and a downwind return. For guests with one day and a desire to see the best of the chain.
10 hours
Multiple bays
Snorkel & swim
Flexible durationPrivate guests
Aboard Flying Wing · 8–12 hrs
$2,150
Charter rate
Bespoke Private Day
Aboard Flying Wing · 8–12 hrs
A fully tailored day designed around your party — proposals, anniversaries, milestone birthdays, small corporate gatherings, or simply a route no other charter would design. Menu, pace, and stops all chosen with you.
8–12 hours
Fully tailored
Private yacht
Flexible durationPrivate guests
Aboard Cap II · 3 hrs
$1,950
Charter rate
Cap II · Intimate Sunset
Aboard Cap II · 3 hrs
A quiet sunset reach aboard Cap II — the 77 ft CNB, reserved for a single couple or a small party. Canapés, fine wines, and the full comfort of an air-conditioned flagship as the trades soften.
3 hours
Up to 4 guests
Private chef canapés
Flexible durationPrivate guests
Aboard Cap II · 6 hrs
$2,950
Charter rate
Cap II · Antigua Day
Aboard Cap II · 6 hrs
A full day aboard the flagship — Antigua's leeward coast, Cades Reef, private-chef lunch served on the aft deck. Reserved privately for small parties who want the CNB aboard a single-yacht charter.
6 hours
Up to 4 guests
Private chef
Flexible durationPrivate guests
Aboard Cap II · 9 hrs
$3,150
Charter rate
Cap II · Barbuda Intimate
Aboard Cap II · 9 hrs
The Barbuda day aboard the flagship. The pink-sand beach, a private chef lunch under shade ashore, and the full comfort of the CNB's air-conditioned salon and owner's suite for the afternoon return.
9 hours
Couples & small parties
Pink Sand Beach
Flexible durationPrivate guests
Aboard Cap II · 10 hrs
$3,450
Charter rate
Cap II · Cades Reef
Aboard Cap II · 10 hrs
The iconic Antigua day aboard Cap II — Cades Reef snorkel, private-chef beach barbecue at a quiet cove, and the comfort of the flagship throughout. Reserved for a single party.
10 hours
Private charter
Reef snorkel
Flexible durationPrivate guests
Aboard Cap II · 8–12 hrs
$4,250
Charter rate
Cap II · Bespoke Flagship Day
Aboard Cap II · 8–12 hrs
A fully tailored flagship day — proposals, anniversaries, significant birthdays, or any occasion where the 77 ft CNB's presence, menu, and pace are the point. Built with you in confidence, quoted individually from this starting rate.
8–12 hours
Fully bespoke
Flagship presence
Flexible durationPrivate guests
From St. Martin · Aboard Flying Wing · 8 hrs
$1,395
Charter rate
St. Barts Day Sail
From St. Martin · Aboard Flying Wing · 8 hrs
A day sail from our northern home port — Simpson Bay or Marigot, St. Martin — across the channel to Gustavia, St. Barts. Arrive mid-morning, lunch at anchor off Colombier or Anse de Grand Cul-de-Sac, and downwind home before sunset.
8 hours
Up to 10 guests
Gustavia & Colombier
Flexible durationPrivate guests
From St. Martin · Aboard Flying Wing · 7 hrs
$1,295
Charter rate
Anguilla Day Sail
From St. Martin · Aboard Flying Wing · 7 hrs
Short hop from St. Martin to Anguilla's leeward beaches — Sandy Ground, Meads Bay, or the offshore cays at Prickly Pear. Lunch at a beach club, swim at the cays, and a downwind return to Simpson Bay before the trades drop.
7 hours
Up to 10 guests
Sandy Ground & Prickly Pear
Flexible durationPrivate guests
Sample Day Itineraries
Hour-by-hour plans for four of our most requested day charters. Every detail is flexible — routes below are a starting point, not a schedule.
09:00 – 15:00
Classic Antigua Day Sail
Jolly Harbour → Pigeon Beach → Antigua South
- 09:00
Boarding at Jolly Harbour
Welcome aboard in Antigua's main charter marina. Coffee, fresh juices, and a brief with the captain on the day's wind and tide.
- 09:45
Leeward sail down the coast
Hoist sails and head south under the easterly trades — classic mono-hull reaching with views of Antigua's hills.
- 11:00
Anchor at Pigeon Beach
Swim from the boat, paddleboard ashore to the white-sand beach, and snorkel the reef along Falmouth's western point.
- 12:30
Lunch on board
Fresh Caribbean plate — grilled catch of the day, local greens, rum punch or iced sorrel.
- 14:00
Downwind return
Ease back under sail, with time to swim off the stern if the weather allows.
- 15:00
Step ashore at Jolly Harbour
Disembark with cold towels and, if you wish, a sundowner at the marina bar.
08:30 – 17:30
Barbuda Day Trip
Antigua → Pink Sand Beach → Coco Point
- 08:30
Early departure from Jolly Harbour
The 30-mile passage to Barbuda is smoothest before the trades build — coffee and breakfast at sea.
- 11:30
Arrival Pink Sand Beach
Anchor off Barbuda's celebrated pink-sand beach on the leeward shore, one of the longest uninterrupted beaches in the Caribbean.
- 12:00
Ashore on Barbuda
Tender in to explore. Walk the pink-sand stretch, visit the Frigate Bird Sanctuary by skiff if time allows, or simply wander.
- 13:00
Beach lunch
A long lunch served on the sand or aboard — fresh lobster, local greens, chilled rosé in the Barbuda style.
- 15:00
Return passage
Downwind sail back to Antigua, usually a faster run with the afternoon breeze behind.
- 17:30
Jolly Harbour return
Moor up in time for a shoreside sundowner.
08:00 – 18:00
Cades Reef Marine Park
Antigua → Cades Reef → Five Islands
- 08:00
Depart Antigua
Early start for the short reach south to Cades Reef, the protected reef along Antigua's southwestern coast.
- 09:30
Enter the Marine Park
Pick up a mooring inside the reef line — calm water, white sand, and protected coral gardens.
- 10:00
Reef snorkel
Snorkel in the protected reef where parrotfish, tangs, and the occasional turtle drift past. Life jackets and snorkel kit provided.
- 12:30
Outer reef drift
Short tender to the outer edge for deeper coral and the best fish density on Antigua's coast.
- 13:30
Beach barbecue ashore
Crew ashore with grill and hamper at a quiet leeward cove — lobster, coconut rice, fresh fruit, cold drinks.
- 15:30
Second swim / paddleboard
Siesta on the beach, paddle the shallow flats along the western shore.
- 16:15
Sail home
Broad reach back to Jolly Harbour with the trades — classic fast sailing.
- 18:00
Jolly Harbour return
Arrive in time for sunset over the Antigua hills.
07:30 – 17:30
Full Leewards Hopper
Antigua, Barbuda, and back in a day
- 07:30
Early departure Antigua
Pre-dawn coffee, breakfast at sea as the trades settle.
- 10:00
Barbuda — Pink Sand Beach
Swim stop on the famous pink-sand stretch, the longest deserted beach in the Leewards.
- 11:30
Coco Point reef
Snorkel off Barbuda's southern reef line — quiet, shallow, and rich in life.
- 12:30
Lunch ashore on Barbuda
A long lunch served at a deserted cove — fresh lobster and chilled rosé.
- 13:30
Lunch underway / second swim
Fresh plate on board as the yacht points south for the return.
- 15:00
Antigua north coast pass
Slow sail past Long Island and Hodges Bay — photo stop if the light is right.
- 17:30
Jolly Harbour return
Back at Jolly Harbour in time for sunset.
Beyond these four, we arrange Falmouth & English Harbour days, Nevis / St. Kitts combinations, St. Barts dashes, and fully bespoke routes. Every itinerary is confirmed with you the week before the charter, with real-time weather and your party's pace in mind.
Before You Depart
How the day is shaped
Charters are arranged with the same priorities throughout: easy hospitality, a flexible route, and enough room in the day to enjoy the sea rather than rush through it.
Easy Hospitality
Your day is arranged to feel warm, calm, and looked after from departure to return.
Flexible Routing
Swim stops, coastline views, lunch timing, and sunset pacing can be shaped around your group.
Private Time at Sea
These charters are designed for guests who want a more personal day on the water, not a crowded group trip.
Live availability
Is your date open?
Day charters depart most days October–June. The grid below shows weeks currently open. Click any week to begin an enquiry.
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Request a charter
Shoulder-season and bespoke itineraries welcome. WhatsApp +1 (407) 866-6667 for instant response.
Find the Right Yacht for Your Charter
Tell us your dates, group size, and preferred experience - we will match you with the ideal yacht.
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RexSailing · Antigua · St. Martin