Race Calendar – All Events in Date Order

Race Calendar – All Events in Date Order

May
15
Fri
2020
Anguilla Regatta 2020 @ Roy's Bayside Grill
May 15 – May 17 all-day

Big Boat Regatta – Racing, Cruising and Multi Hulls

BVI Dinghy Championships @ Royal BVI Yacht Club
May 15 – May 17 all-day
Jun
27
Sat
2020
Lowell Wheatley Anegada Pursuit Race @ Royal BVI Yacht Club
Jun 27 all-day
STYC Invitational Regatta @ St. Thomas Yacht Club
Jun 27 – Jun 28 all-day
Sep
12
Sat
2020
Back To School Regatta @ Royal BVI Yacht Club
Sep 12 – Sep 13 all-day
Oct
17
Sat
2020
Willy T Virgin Cup @ Royal BVI Yacht Club
Oct 17 all-day
Nov
14
Sat
2020
Nanny Cay Round Tortola
Nov 14 all-day
Nov
20
Fri
2020
Jolly Harbour Yacht Club Annual Regatta
Nov 20 – Nov 22 all-day
Dec
31
Thu
2020
Nelson’s Pursuit Race @ Antigua Yacht Club
Dec 31 all-day
Jan
9
Sat
2021
RORC Transatlantic @ Antigua
Jan 9 all-day
Feb
5
Fri
2021
Caribbean Multihull Challenge
Feb 5 – Feb 7 all-day
Feb
12
Fri
2021
Jolly Harbour Valentine’s Regatta @ Jolly Harbour Yacht Club
Feb 12 – Feb 14 all-day
Feb
27
Sat
2021
Governors Cup @ Royal BVI Yacht Club
Feb 27 all-day
Mar
10
Wed
2021
Superyacht Challenge Antigua @ Antigua Yacht Club
Mar 10 – Mar 14 all-day
Mar
12
Fri
2021
Catamaran Regatta @ High Point Yachting
Mar 12 – Mar 19 all-day

This regatta is ideal for sailors and crews who want to get regatta experience with friendship and fun at its core.

Boat will be their home for the week. Itinerary and daily races are organized by us, the hosts. The week will start with a Welcome Party, our reunion of old friends and an introduction of the new ones.
A day typically starts with a skipper’s briefing for some and coffee / breakfast and a morning swim for the others. We will have at least one race a day before arriving to our overnight destination.
As ever, we will fit in as much swimming, snorkelling, sundowners, socialising and dining ashore as we can.
A high point of the week will be our traditional Gourmet night on Thursday when everyone can rate each crew’s best dish (there’s a prize) and sing, dance and make music (live, if there’s enough talent).

Who can join the regatta

  • A complete team can charter a boat through High Point Yachting (or elsewhere with a different entry fee) – HPYF charter fee is listed here: https://www.highpointyachtfest.com/pricing-and-boat-list/12-19-march-2022-bvi/
  • Individuals, couples, smaller groups can apply and we will help with finding the right crew for them (we often have skippers looking for the crew).
  • The event is also open to the boat owners who can enter using their own boats. An entry fee would apply.

Our website is: www.highpointyachtfest.com

Mar
25
Thu
2021
STIR Round St. John’s Race @ St. Thomas Yacht Club
Mar 25 all-day
Mar
26
Fri
2021
St. Thomas International Regatta @ St. Thomas Yacht Club
Mar 26 – Mar 28 all-day
Apr
16
Fri
2021
St. Croix International Regatta @ St. Croix Yacht Club
Apr 16 – Apr 18 all-day
May
14
Fri
2021
BVI Dinghy Championships @ Royal BVI Yacht Club
May 14 – May 16 all-day
STYC Invitational Regatta @ St. Thomas Yacht Club
May 14 – May 16 all-day
May
17
Mon
2021
WindWard 500 Race Series
May 17 all-day
May
30
Sun
2021
Steering the Course- Women’s Sailing Festival
May 30 all-day

https://caribbean-sailing.com/wp-content/uploads/2021/03/Steering-the-Course-Introduction-Booklet.pdf

Aug
28
Sat
2021
Round Grenada Regatta @ Petite Calivigny Yacht Club
Aug 28 – Aug 29 all-day
Sep
11
Sat
2021
2021 Caribbean Dinghy Championship in association with Bart’s Bash
Sep 11 – Sep 12 all-day
2021 Caribbean Dinghy Championship in association with Bart's Bash

The Caribbean Sailing Association (CSA) is delighted to announce the 2021 Caribbean Dinghy Championship (CDC) will take place in association with the Bart’s Bash in September, 2021.

With the ongoing challenges that COVID-19 is presenting to the world, the CSA Board agreed that it would be impossible both logistically and financially to host a CDC this year, and approached the Bart’s Bash Event to see if they would be interested in creating a Caribbean division within the event.

President Alison Sly-Adams said, “We don’t want to let another year pass without regional competition.  Although it is not the same as coming together in person, we are immensely grateful to the Andrew Simpson Foundation and the Bart’s Bash team for providing us with the opportunity to connect with sailing communities across the world in this way. We hope that sailors in the region will be inspired to take part in their island’s event with the added incentive that there will be class winners decided across the region who will be named the Caribbean Dinghy Champions for 2021.”

The Bart’s Bash is the flagship annual event of the Andrew Simpson Foundation (ASF), inspired by Olympic Gold and Silver medalist Andrew ‘Bart’ Simpson MBE who passionately believed that everyone should have the chance to try sailing and enjoy the many benefits that it brings. Bart’s Bash is a global sailing race taking place at hundreds of venues, with thousands of sailors in hundreds of different classes of boats around the world. Founded in 2014, the event was verified by Guinness World Records as ‘The Largest Sailing Race in the World’.

The CSA Board are encouraging all clubs around the region to take part this year in the Bart’s Bash. Each club or Member National Authority can opt to raise funds for the ASF or for another cause. The CSA would like to encourage all clubs to make a donation to the ASF as well as a local or regional cause.

To register visit www.bartsbash.com and follow instructions, then please confirm with the CSA secretariat so that she can ensure your club or MNA is included in the Caribbean leader board. Please also indicate on which day you are going to host the event (11th or 12th of September) and which classes you will be racing. The Bart’s Bash website provides a login where you will find a toolkit for fundraising, marketing and race documents. Please add the CSA logo to your local poster to show that you are also taking part in the CDC.

For your sailors to be considered for the Caribbean Dinghy Championship, all results will need to be submitted within one week of hosting the event as detailed on the Bart’s Bash website.

We look forward to seeing all of the great coverage on social media channels and will be sharing via the CSA channels. Use Hash Tags as follows: #BartsBash2021 #CDC2021 #CaribbeanStrong #CSA

Back To School Regatta @ Royal BVI Yacht Club
Sep 11 – Sep 12 all-day
Oct
23
Sat
2021
Willy T Virgin Cup @ Royal BVI Yacht Club
Oct 23 all-day
Nov
13
Sat
2021
Nanny Cay Round Tortola
Nov 13 all-day
Nov
19
Fri
2021
Jolly Harbour Yacht Club Annual Regatta
Nov 19 – Nov 21 all-day
Dec
3
Fri
2021
La Course De L’Alliance @ St. Maarten Yacht Club
Dec 3 – Dec 5 all-day
Dec
31
Fri
2021
Nelson’s Pursuit Race @ Antigua Yacht Club
Dec 31 all-day
Jan
8
Sat
2022
RORC Transatlantic @ Grenada
Jan 8 all-day
Jan
16
Sun
2022
Barbados Sailing Week @ Barbados CC
Jan 16 – Jan 24 all-day
Jan
30
Sun
2022
Grenada Sailing Week @ Grenada Sailing Association
Jan 30 – Feb 4 all-day
Feb
4
Fri
2022
Caribbean Multihull Challenge
Feb 4 – Feb 6 all-day
Feb
11
Fri
2022
Jolly Harbour Valentine’s Regatta @ Jolly Harbour Yacht Club
Feb 11 – Feb 13 all-day
Feb
18
Fri
2022
Antigua 360 RTI Race @ Antigua Yacht Club
Feb 18 all-day
Feb
21
Mon
2022
RORC Caribbean 600 @ Antigua Yacht Club
Feb 21 – Feb 25 all-day
Feb
26
Sat
2022
Governors Cup @ Royal BVI Yacht Club
Feb 26 all-day
Mar
3
Thu
2022
St. Maarten Heineken Regatta @ St. Maarten Yacht Club
Mar 3 – Mar 6 all-day
Mar
9
Wed
2022
Superyacht Challenge Antigua @ Antigua Yacht Club
Mar 9 – Mar 13 all-day
Mar
12
Sat
2022
Catamaran Regatta @ High Point Yachting
Mar 12 – Mar 19 all-day

This regatta is ideal for sailors and crews who want to get regatta experience with friendship and fun at its core.

Boat will be their home for the week. Itinerary and daily races are organized by us, the hosts. The week will start with a Welcome Party, our reunion of old friends and an introduction of the new ones.
A day typically starts with a skipper’s briefing for some and coffee / breakfast and a morning swim for the others. We will have at least one race a day before arriving to our overnight destination.
As ever, we will fit in as much swimming, snorkelling, sundowners, socialising and dining ashore as we can.
A high point of the week will be our traditional Gourmet night on Thursday when everyone can rate each crew’s best dish (there’s a prize) and sing, dance and make music (live, if there’s enough talent).

Who can join the regatta

  • A complete team can charter a boat through High Point Yachting (or elsewhere with a different entry fee) – HPYF charter fee is listed here: https://www.highpointyachtfest.com/pricing-and-boat-list/12-19-march-2022-bvi/
  • Individuals, couples, smaller groups can apply and we will help with finding the right crew for them (we often have skippers looking for the crew).
  • The event is also open to the boat owners who can enter using their own boats. An entry fee would apply.

Our website is: www.highpointyachtfest.com

Mar
17
Thu
2022
St. Barths Bucket Regatta
Mar 17 – Mar 20 all-day
Mar
24
Thu
2022
STIR Round St. John’s Race @ St. Thomas Yacht Club
Mar 24 all-day
Mar
25
Fri
2022
St. Thomas International Regatta @ St. Thomas Yacht Club
Mar 25 – Mar 27 all-day
Mar
28
Mon
2022
BVI Spring Regatta & Sailing Festival @ Royal BVI Yacht Club
Mar 28 – Apr 3 all-day
Mar
30
Wed
2022
Antigua Classic Yacht Regatta @ Antigua Yacht Club
Mar 30 – Apr 6 all-day
Apr
15
Fri
2022
St. Croix International Regatta @ St. Croix Yacht Club
Apr 15 – Apr 17 all-day
Apr
17
Sun
2022
Les Voiles de St. Barths @ St. Barths Yacht Club
Apr 17 – Apr 23 all-day
Apr
30
Sat
2022
Antigua Sailing Week @ Antigua Yacht Club
Apr 30 – May 6 all-day

Basic CMYKYachts from all over the world will arrive in English and Falmouth Harbour to participate in the one of the world’s major sailing events, Antigua Sailing Week on the last Sunday of April each year. From small beginnings this regatta has developed over more than 45 years to become one of the preeminent yacht racing events in the Caribbean and one of the most prestigious worldwide.

Over 100 yachts participate each year, ranging in size from 24 feet to over 100 feet. The Regatta attracts serious racing boats including state-of-the-art, high-tech racing machines along with a variety of performance cruising and cruising boats.

Visit www.sailingweek.com for more information.

 

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Peters & May Round Antigua Race @ Antigua Yacht Club
Apr 30 all-day
May
12
Thu
2022
Antigua to Bermuda Race
May 12 all-day
May
13
Fri
2022
BVI Dinghy Championships @ Royal BVI Yacht Club
May 13 – May 15 all-day
STYC Invitational Regatta @ St. Thomas Yacht Club
May 13 – May 15 all-day
May
16
Mon
2022
WindWard 500 Race Series
May 16 – May 20 all-day
Sep
10
Sat
2022
Back To School Regatta @ Royal BVI Yacht Club
Sep 10 – Sep 11 all-day
Oct
22
Sat
2022
Willy T Virgin Cup @ Royal BVI Yacht Club
Oct 22 all-day
Nov
12
Sat
2022
Nanny Cay Round Tortola
Nov 12 all-day
Nov
18
Fri
2022
Jolly Harbour Yacht Club Annual Regatta
Nov 18 – Nov 20 all-day
Dec
31
Sat
2022
Nelson’s Pursuit Race @ Antigua Yacht Club
Dec 31 all-day
Jan
7
Sat
2023
RORC Transatlantic @ Grenada
Jan 7 all-day
Jan
16
Mon
2023
Barbados Sailing Week @ Barbados CC
Jan 16 – Jan 24 all-day
Jan
29
Sun
2023
Grenada Sailing Week @ Grenada Sailing Association
Jan 29 – Feb 3 all-day
Feb
3
Fri
2023
Caribbean Multihull Challenge
Feb 3 – Feb 5 all-day
Feb
10
Fri
2023
Jolly Harbour Valentine’s Regatta @ Jolly Harbour Yacht Club
Feb 10 – Feb 12 all-day
Feb
17
Fri
2023
Antigua 360 RTI Race @ Antigua Yacht Club
Feb 17 all-day
Feb
20
Mon
2023
RORC Caribbean 600 @ Antigua Yacht Club
Feb 20 – Feb 24 all-day
Feb
25
Sat
2023
Governors Cup @ Royal BVI Yacht Club
Feb 25 all-day
Mar
2
Thu
2023
St. Maarten Heineken Regatta @ St. Maarten Yacht Club
Mar 2 – Mar 5 all-day
Mar
8
Wed
2023
Superyacht Challenge Antigua @ Antigua Yacht Club
Mar 8 – Mar 12 all-day
Mar
16
Thu
2023
St. Barths Bucket Regatta
Mar 16 – Mar 19 all-day
Mar
23
Thu
2023
STIR Round St. John’s Race @ St. Thomas Yacht Club
Mar 23 all-day
Mar
24
Fri
2023
St. Thomas International Regatta @ St. Thomas Yacht Club
Mar 24 – Mar 26 all-day
Mar
27
Mon
2023
BVI Spring Regatta & Sailing Festival @ Royal BVI Yacht Club
Mar 27 – Apr 2 all-day
Mar
29
Wed
2023
Antigua Classic Yacht Regatta @ Antigua Yacht Club
Mar 29 – Apr 4 all-day
Apr
14
Fri
2023
St. Croix International Regatta @ St. Croix Yacht Club
Apr 14 – Apr 16 all-day
Apr
16
Sun
2023
Les Voiles de St. Barths @ St. Barths Yacht Club
Apr 16 – Apr 22 all-day
Apr
22
Sat
2023
Antigua Sailing Week @ Antigua Yacht Club
Apr 22 – Apr 28 all-day

Basic CMYKYachts from all over the world will arrive in English and Falmouth Harbour to participate in the one of the world’s major sailing events, Antigua Sailing Week on the last Sunday of April each year. From small beginnings this regatta has developed over more than 45 years to become one of the preeminent yacht racing events in the Caribbean and one of the most prestigious worldwide.

Over 100 yachts participate each year, ranging in size from 24 feet to over 100 feet. The Regatta attracts serious racing boats including state-of-the-art, high-tech racing machines along with a variety of performance cruising and cruising boats.

Visit www.sailingweek.com for more information.

 

Save

Apr
29
Sat
2023
Peter & May Round Antigua Race @ Antigua Yacht Club
Apr 29 all-day
May
11
Thu
2023
Antigua to Bermuda Race
May 11 all-day
May
12
Fri
2023
BVI Dinghy Championships @ Royal BVI Yacht Club
May 12 – May 14 all-day
May
19
Fri
2023
STYC Invitational Regatta @ St. Thomas Yacht Club
May 19 – May 21 all-day
Sep
16
Sat
2023
Back To School Regatta @ Royal BVI Yacht Club
Sep 16 – Sep 17 all-day
Oct
21
Sat
2023
Willy T Virgin Cup @ Royal BVI Yacht Club
Oct 21 all-day
Nov
17
Fri
2023
Jolly Harbour Yacht Club Annual Regatta
Nov 17 – Nov 19 all-day
Nov
18
Sat
2023
Nanny Cay Round Tortola
Nov 18 all-day
Dec
31
Sun
2023
Nelson’s Pursuit Race @ Antigua Yacht Club
Dec 31 all-day
Jan
26
Fri
2024
Grenada Sailing Week @ Grenada Sailing Association
Jan 26 – Jan 31 all-day
Jan
28
Sun
2024
Grenada Sailing Week @ Grenada Sailing Association
Jan 28 – Feb 2 all-day
Feb
2
Fri
2024
Caribbean Multihull Challenge
Feb 2 – Feb 4 all-day
Feb
9
Fri
2024
Jolly Harbour Valentine’s Regatta @ Jolly Harbour Yacht Club
Feb 9 – Feb 11 all-day
Feb
16
Fri
2024
Antigua 360 RTI Race @ Antigua Yacht Club
Feb 16 all-day
Feb
19
Mon
2024
RORC Caribbean 600 @ Antigua Yacht Club
Feb 19 – Feb 23 all-day
Feb
29
Thu
2024
St. Maarten Heineken Regatta @ St. Maarten Yacht Club
Feb 29 – Mar 3 all-day
Mar
13
Wed
2024
Superyacht Challenge Antigua @ Antigua Yacht Club
Mar 13 – Mar 17 all-day
Mar
21
Thu
2024
St. Barths Bucket Regatta
Mar 21 – Mar 24 all-day
STIR Round St. John’s Race @ St. Thomas Yacht Club
Mar 21 all-day
Mar
28
Thu
2024
St. Thomas International Regatta @ St. Thomas Yacht Club
Mar 28 – Mar 31 all-day
Apr
1
Mon
2024
BVI Spring Regatta & Sailing Festival @ Royal BVI Yacht Club
Apr 1 – Apr 7 all-day
Apr
5
Fri
2024
Antigua Classic Yacht Regatta @ Antigua Yacht Club
Apr 5 – Apr 9 all-day
Apr
12
Fri
2024
St. Croix International Regatta @ St. Croix Yacht Club
Apr 12 – Apr 14 all-day

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