Where We’re Sailing When

As we enter the 2023/2024 sailing season we will be traveling from Grenada, slowly working our way north through the Windward and Leeward Islands towards Florida by May 2024.

If you would like to join us for 6 to 12 days & nights, please check the following itinerary and maps showing you the rough outline of where we plan to be along the route throughout the sailing season.

You can choose to join us at one airport or ferry port, sail with us for your bespoke itinerary, tailored to your wishes, and then return to that same arrival port for your journey home…OR take a one-way trip with us to be dropped off at a different port en route. 

We can advise you of the best plan to suit you and your group’s needs according to your previous experience, how far and fast you want to sail, or how slow and relaxed you wish to take it. 

Your airport of origin will have an influence over where it will be easiest for you and your group to join us. We can let you know where to start looking to book your flights and/or ferry crossings from, once you’ve decided where and when you wish to join us onboard Sea Pearl for your adventure sailing holiday.

BLOCK #1

18 Nov 23 to 6 Jan 24

Grenada to
St Vincent &
The Grenadines

Holidays:

  • Thanksgiving
    Christmas
    New Year


Local Events:

  • Carriacou Parang Christmas Festival
    15 to 17 December

BLOCK #2

6 Jan to 17 Feb 2024

St Lucia to
Guadeloupe

Local Events:

  • Mustique Jazz Festival
    24 Jan – 7 Feb
  • Mardi Gras Martinique
    11-14 Feb

BLOCK #3

17 Feb to 6 Apr 2024

The Virgin Islands
(British, US, Spanish)


Holidays:

  • Easter

BLOCK #4

6 April to 11 May 2024

Monserrat to
Anguilla

Holidays:

  • Passover


Events:

  • Antigua Oyster Regatta
  • Antigua Sailing Week