Race Calendar – All Events in Date Order

Race Calendar – All Events in Date Order

Apr
27
Sat
2019
Round Antigua Race @ Antigua Yacht Club
Apr 27 all-day
Apr
28
Sun
2019
Antigua Sailing Week @ Antigua Yacht Club
Apr 28 – May 3 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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May
8
Wed
2019
Antigua to Bermuda Race
May 8 all-day
May
17
Fri
2019
BVI Dinghy Championships @ Royal BVI Yacht Club
May 17 – May 19 all-day
May
27
Mon
2019
CSA Resort Instructor Course @ National Sailing Academy
May 27 – May 29 all-day
Jun
10
Mon
2019
International Opti Regatta @ St. Thomas Club
Jun 10 – Jun 16 all-day
Jul
6
Sat
2019
Optimist Worlds
Jul 6 – Jul 16 all-day
Aug
3
Sat
2019
Summerfest Regatta @ Club Nautico de San Juan
Aug 3 – Aug 4 all-day
Oct
17
Thu
2019
Caribbean Sailing Week @ Antigua Yacht Club
Oct 17 – Oct 20 all-day
Nov
23
Sat
2019
RORC Transatlantic @ Grenada
Nov 23 all-day
Jan
16
Thu
2020
Barbados Sailing Week @ Barbados CC
Jan 16 – Jan 24 all-day
Jan
25
Sat
2020
Martinique Cata Raid @ Ligue De Voile De La Martinique
Jan 25 – Feb 1 all-day
Jan
26
Sun
2020
Grenada Sailing Week @ Grenada Sailing Association
Jan 26 – Jan 31 all-day
Feb
14
Fri
2020
Caribbean Multihull Challenge
Feb 14 – Feb 16 all-day
Feb
21
Fri
2020
Antigua 360 RTI Race @ Antigua Yacht Club
Feb 21 all-day
Schoelcher 30th International Sailing Week @ Cercle Nautique Schoelcher
Feb 21 – Feb 25 all-day
Feb
24
Mon
2020
RORC Caribbean 600 @ Antigua Yacht Club
Feb 24 – Feb 28 all-day
Mar
5
Thu
2020
St. Maarten Heineken Regatta @ St. Maarten Yacht Club
Mar 5 – Mar 8 all-day
Mar
6
Fri
2020
St. Croix International Regatta @ St. Croix Yacht Club
Mar 6 – Mar 8 all-day
Mar
11
Wed
2020
Superyacht Challenge Antigua @ Antigua Yacht Club
Mar 11 – Mar 15 all-day
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
STYC Invitational Regatta @ St. Thomas Yacht Club
Jun 27 – Jun 28 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
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
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

Jan
8
Sat
2022
RORC Transatlantic @ Grenada
Jan 8 all-day
Jan
18
Tue
2022
Barbados Sailing Week @ Barbados CC
Jan 18 – Jan 23 all-day
Jan
27
Thu
2022
Grenada Sailing Week @ Grenada Sailing Association
Jan 27 – Jan 30 all-day
Feb
4
Fri
2022
Caribbean Multihull Challenge
Feb 4 – Feb 6 all-day
Feb
21
Mon
2022
RORC Caribbean 600 @ Antigua Yacht Club
Feb 21 – Feb 25 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
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 4 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.

 

Save

Peters & May Round Antigua Race @ Antigua Yacht Club
Apr 30 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
Jun
13
Mon
2022
St. Thomas International Optimist Regatta @ St. Thomas Yacht Club
Jun 13 – Jun 19 all-day
Jun
27
Mon
2022
Aruba International Regatta 13th Edition @ Surfside Beach
Jun 27 – Jun 30 all-day
Aug
20
Sat
2022
Aruba International Regatta @ Surfside Beach
Aug 20 – Aug 21 all-day
Jan
8
Sun
2023
RORC Transatlantic @ Grenada
Jan 8 all-day
Jan
18
Wed
2023
Barbados Sailing Week @ Barbados CC
Jan 18 – Jan 23 all-day
Jan
21
Sat
2023
Pineapple Cup Montego Bay Race @ Montego Bay Yacht Club
Jan 21 – Jan 28 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
13
Mon
2023
RORC Nelson’s Cup Series @ Antigua Yacht Club
Feb 13 – Feb 24 all-day
Mar
2
Thu
2023
St. Maarten Heineken Regatta @ St. Maarten Yacht Club
Mar 2 – Mar 5 all-day
Mar
6
Mon
2023
Superyacht Challenge Antigua @ Antigua Yacht Club
Mar 6 – 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
Apr
5
Wed
2023
Oyster Regatta @ Antigua Yacht Club
Apr 5 – Apr 8 all-day
Apr
16
Sun
2023
Les Voiles de St. Barths @ St. Barths Yacht Club
Apr 16 – Apr 22 all-day
Apr
19
Wed
2023
Antigua Classic Yacht Regatta @ Antigua Yacht Club
Apr 19 – Apr 24 all-day
Apr
29
Sat
2023
Antigua Sailing Week @ Antigua Yacht Club
Apr 29 – May 5 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

Peter & May Round Antigua Race @ Antigua Yacht Club
Apr 29 all-day
May
9
Tue
2023
Antigua to Bermuda Race
May 9 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
Nov
29
Wed
2023
Round the Rocks @ St. Maarten Yacht Club
Nov 29 – Dec 3 all-day
Jan
7
Sun
2024
RORC Transatlantic @ Grenada
Jan 7 all-day
Jan
28
Sun
2024
Grenada Sailing Week @ Grenada Sailing Association
Jan 28 – Feb 2 all-day
Feb
1
Thu
2024
Caribbean Multihull Challenge
Feb 1 – Feb 4 all-day
Feb
16
Fri
2024
RORC Nelson CUP -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
11
Mon
2024
Superyacht Challenge Antigua @ Antigua Yacht Club
Mar 11 – Mar 17 all-day
Mar
21
Thu
2024
St. Barths Bucket Regatta
Mar 21 – Mar 24 all-day
Mar
28
Thu
2024
St. Thomas International Regatta @ St. Thomas Yacht Club
Mar 28 – Mar 31 all-day
STIR Round St. John’s Race @ St. Thomas Yacht Club
Mar 28 all-day
Apr
1
Mon
2024
BVI Spring Regatta & Sailing Festival @ Royal BVI Yacht Club
Apr 1 – Apr 7 all-day
Apr
17
Wed
2024
Antigua Classic Yacht Regatta @ Antigua Yacht Club
Apr 17 – Apr 22 all-day
Apr
27
Sat
2024
Antigua Sailing Week @ Antigua Yacht Club
Apr 27 – May 3 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

Peter & May Round Antigua Race @ Antigua Yacht Club
Apr 27 all-day
May
17
Fri
2024
STYC Invitational Regatta @ St. Thomas Yacht Club
May 17 – May 19 all-day
Jan
5
Sun
2025
RORC Transatlantic @ Grenada
Jan 5 all-day
Jan
16
Thu
2025
Barbados Sailing Week @ Barbados CC
Jan 16 – Jan 19 all-day
Jan
23
Thu
2025
Pineapple Cup Montego Bay Race @ Montego Bay Yacht Club
Jan 23 – Jan 31 all-day
Jan
26
Sun
2025
Grenada Sailing Week @ Grenada Sailing Association
Jan 26 – Jan 31 all-day
Jan
30
Thu
2025
Caribbean Multihull Challenge
Jan 30 – Feb 2 all-day
Feb
18
Tue
2025
RORC Caribbean 600 @ Antigua Yacht Club
Feb 18 – Feb 28 all-day
Mar
4
Tue
2025
Superyacht Challenge Antigua @ Antigua Yacht Club
Mar 4 – Mar 11 all-day
Mar
6
Thu
2025
St. Maarten Heineken Regatta @ St. Maarten Yacht Club
Mar 6 – Mar 9 all-day
Mar
20
Thu
2025
St. Barths Bucket Regatta
Mar 20 – Mar 23 all-day
Mar
27
Thu
2025
St. Thomas International Regatta @ St. Thomas Yacht Club
Mar 27 – Mar 31 all-day
Mar
31
Mon
2025
BVI Spring Regatta & Sailing Festival @ Royal BVI Yacht Club
Mar 31 – Apr 6 all-day

© Caribbean Sailing Association 2018