Plan your charter
Grenadines sailing itineraries
Sample day sails, short cruises and week-long charters through St Vincent & the Grenadines — with route maps, day-by-day plans and suggested yachts. Every trip is tailored to your group, the season and the wind.
A full week is the sweet spot; three nights is enough for a taster and two weeks lets you reach Grenada or Martinique. We embark from St Vincent (Argyle International), with Bequia and Canouan used for one-ways and short cruises — Union Island is a mid-charter stop, not a start/finish port. Best sailing is November–June; July–October is quieter and greener. Looking for a day sail instead? See our day sailing trips.
Short cruise · 3 nights
Bequia, Mustique & the Tobago Cays
A perfect long weekend afloat — culture in Bequia, a lunch stop at Basil's Bar on Mustique, and a night at anchor in the Tobago Cays.
Highlights
- Bequia's boat-building village
- Basil's Bar, Mustique
- Sleeping at anchor in the Tobago Cays
- Day 1
Embark St Vincent, short sail south to Bequia. Dinner ashore in Port Elizabeth.
- Day 2
Bequia → Mustique. Anchor in Britannia Bay, lunch at Basil's Bar, sunset walk on Macaroni Beach.
- Day 3
Long downwind run to the Tobago Cays via Canouan. Snorkel the turtle sanctuary and overnight at anchor inside the reef.
- Day 4
Morning swim in the Cays, sail north to Bequia for disembarkation (onward transfer to St Vincent if required).
Short cruise · 4 nights
Southern Grenadines Loop — St Vincent ↔ Bequia
Four nights of quiet anchorages, empty beaches and light miles from St Vincent down to Petit St Vincent and back to Bequia — ideal for families or first-time charterers.
Highlights
- Salt Whistle Bay, Mayreau
- PSV — one of the Caribbean's prettiest anchorages
- Short daily hops, plenty of swim time
- Day 1
Embark St Vincent → Bequia. Settle in, dinner ashore in Admiralty Bay.
- Day 2
Bequia → Canouan → Tobago Cays. Afternoon snorkel with turtles and overnight inside the reef.
- Day 3
Tobago Cays → Mayreau (Salt Whistle Bay) → Petit St Vincent for a quiet overnight.
- Day 4
PSV → Canouan. Beach and lunch at Godahl or Glossy Bay.
- Day 5
Canouan → Bequia. Disembark Bequia (onward transfer to St Vincent if required).
Full week · 7 nights
The Classic — St Vincent ↔ Union Island
Our most-booked route. A gentle downwind run south through every headline anchorage, then a lively upwind return.
Highlights
- Every headline anchorage in one week
- Balanced downwind & upwind sailing
- Both airports as embark / disembark options
- Day 1
Embark St Vincent → Bequia (Admiralty Bay).
- Day 2
Bequia → Mustique. Basil's Bar and Macaroni Beach.
- Day 3
Mustique → Canouan. Lunch at Godahl, dinner in Glossy Bay.
- Day 4
Canouan → Tobago Cays. Full afternoon snorkelling with turtles.
- Day 5
Tobago Cays → Mayreau → Union. Sundowners at Happy Island (optional).
- Day 6
Union → Canouan. Quiet stop at Petit Tabac en route if wind allows.
- Day 7
Canouan → Bequia. Farewell dinner ashore.
- Day 8
Disembark St Vincent — transfers to airport or hotel.
One-way · 7 nights
St Vincent → Grenada
For guests flying home via Grenada. All downwind, adding Petit St Vincent, Carriacou's Sandy Island and Grenada's leeward beaches.
Highlights
- Two countries, one charter
- Sandy Island, Carriacou
- Underwater sculpture park off Grenada (optional)
- Day 1
St Vincent → Bequia.
- Day 2
Bequia → Mustique.
- Day 3
Mustique → Canouan.
- Day 4
Canouan → Tobago Cays.
- Day 5
Tobago Cays → Petit St Vincent.
- Day 6
PSV → Carriacou (Sandy Island / Tyrrel Bay).
- Day 7
Carriacou → Grenada leeward coast.
- Day 8
Disembark St George's, Grenada.
Longer trips: 10–14 nights
With more time we head north to St Lucia and Martinique for volcanic peaks and French Caribbean cuisine, or south through Grenada and Carriacou's quiet anchorages. Routes are built around prevailing trades and what you most want to see.
- • Northbound: Bequia → St Lucia → Martinique
- • Southbound: PSV → Carriacou → Grenada (return or one-way)
- • Around Grenada: Sandy Island, Sauteurs, Underwater Sculpture Park
Not sure what suits you?
Tell us your dates, group size and what you're hoping for — quiet anchorages, lively beach bars, diving, kids on board — and we'll send a tailored draft itinerary with suggested yachts and indicative pricing.
Request a tailored itinerary
Share dates and group size and we'll send a draft plan with shortlisted yachts within 24 hours.
