What's On

Events Calendar

Discover carnival seasons, local happenings, and community events across the Caribbean. Book your beauty appointments around the events that matter to you.

Upcoming Highlights

RestaurantLOCALRecurring

Friday Night Fish Fry at The Dune

Every Friday
The Dune Preserve, Anguilla

Live reggae music, fresh-caught snapper, and rum punch right on the beach. A beloved Anguilla tradition every Friday evening.

$15 - $40

Book for This Event
RestaurantLOCAL

Sunset Jazz at Blanchards Beach Shack

March 14, 2026
Blanchards Beach Shack, Meads Bay, Anguilla

Live jazz trio performing as the sun dips below the horizon. Enjoy craft cocktails, lobster tacos, and ocean breezes.

$25 - $60

Book for This Event
BarLOCAL

Full Moon Party at Elvis Beach Bar

March 14, 2026
Elvis Beach Bar, Sandy Ground, Anguilla

Dance on the sand under the full moon with DJs spinning soca, dancehall, and house music. Signature moonshine cocktails all night.

Free

Book for This Event

February 2026

Feb16
Carnival

Trinidad Carnival

Feb 16 - 17, 2026Trinidad$100 - $500

The greatest show on earth. Two days of masquerade bands, steelpan orchestras, and soca music through the streets of Port of Spain.

March 2026

Mar6
RestaurantLOCALRecurring

Friday Night Fish Fry at The Dune

Every FridayThe Dune Preserve, Anguilla$15 - $40

Live reggae music, fresh-caught snapper, and rum punch right on the beach. A beloved Anguilla tradition every Friday evening.

Mar14
RestaurantLOCAL

Sunset Jazz at Blanchards Beach Shack

March 14, 2026Blanchards Beach Shack, Meads Bay, Anguilla$25 - $60

Live jazz trio performing as the sun dips below the horizon. Enjoy craft cocktails, lobster tacos, and ocean breezes.

Mar14
BarLOCAL

Full Moon Party at Elvis Beach Bar

March 14, 2026Elvis Beach Bar, Sandy Ground, AnguillaFree

Dance on the sand under the full moon with DJs spinning soca, dancehall, and house music. Signature moonshine cocktails all night.

Mar15
HotelLOCAL

Spa Weekend at Malliouhana

Mar 15 - 16, 2026Malliouhana, Auberge Resorts, Anguilla$200 - $500

Two days of wellness, including oceanfront yoga, Ayurvedic treatments, sound healing, and a farm-to-table wellness brunch.

Mar19
Community

St. Barths Bucket Regatta

Mar 19 - 22, 2026Gustavia Harbour, St. BarthsFree (spectating)

One of the Caribbean's most prestigious superyacht regattas, with four days of racing and glamorous shoreside events.

Mar20
FestivalLOCAL

Moonsplash Music Festival

Mar 20 - 21, 2026The Dune Preserve, Anguilla$30 - $75

Founded by Bankie Banx, this legendary roots music festival features reggae, folk, and world music artists performing on the beach under the stars.

Mar21
RestaurantLOCAL

Wine Tasting at Veya

March 21, 2026Veya Restaurant, Sandy Ground, Anguilla$75

Curated tasting of 8 wines from the Mediterranean, paired with Caribbean-fusion small plates by Chef Carrie Bogar.

Mar28
Hotel

Sandals Music Festival

Mar 28 - 29, 2026Sandals Montego Bay, Jamaica$150 - $300

A weekend of live performances from reggae and dancehall artists, poolside DJs, and a beachfront after-party.

April 2026

Apr5
HotelLOCAL

CuisinArt Wine & Art Festival

April 5, 2026CuisinArt Golf Resort & Spa, Anguilla$100 - $150

An exclusive afternoon of wine tastings from international vintners paired with a live art exhibition by local Caribbean artists.

Apr18
Festival

LIME Beach Festival

April 18, 2026Fort James Beach, Antigua$40 - $80

A full-day beach festival with international and Caribbean DJs, food trucks, watersports, and an epic sunset set.

May 2026

May15
CommunityLOCAL

Anguilla Regatta

May 15 - 17, 2026Sandy Ground, AnguillaFree

Traditional Anguillan boat racing at its finest. Watch hand-built wooden sailboats compete, with food stalls, live music, and a festive atmosphere on shore.

May30
CommunityLOCAL

Heritage Day Celebration

May 30, 2026The Valley, AnguillaFree

Celebrating Anguilla's history and culture with traditional food, string band music, storytelling, and heritage walks through The Valley.

July 2026

Jul25
Carnival

Crop Over Festival

Jul 25, 2026 - Aug 3, 2026Barbados$50 - $200

Barbados' premier festival celebrating the end of the sugar cane harvest with calypso, soca, and the famous Grand Kadooment parade.

August 2026

Aug1
CarnivalLOCAL

Anguilla Summer Festival

Aug 1 - 10, 2026AnguillaFree - $50

Ten days of parades, calypso competitions, boat races, and beach parties celebrating Anguillan culture. The biggest event on the island's calendar.

Aug8
FestivalLOCAL

Soca Monarch Finals

August 8, 2026Landsome Bowl Cultural Centre, Anguilla$20 - $40

The culmination of Anguilla Summer Festival's calypso and soca competitions, crowning the year's Soca Monarch in a high-energy show.

Aug10
Carnival

Spicemas

Aug 10 - 11, 2026Grenada$30 - $150

Grenada's vibrant carnival featuring Jab Jab (oil-covered revellers), Pretty Mas, and traditional shortknee characters.

October 2026

Oct18
Festival

Blue Food Festival

October 18, 2026Bloody Bay Recreation Ground, Tobago$5

A unique culinary celebration showcasing dishes made with dasheen (blue food), live cooking competitions, folk performances, and craft vendors.

December 2026

Dec26
Carnival

St. Kitts Carnival (Sugar Mas)

Dec 26, 2026 - Jan 2, 2027St. Kitts$20 - $100

A week-long celebration starting on Boxing Day with calypso shows, pageants, street jams, and the Grand Parade on New Year's Day.

Dec26
Carnival

Junkanoo

December 26, 2026Bay Street, Nassau, BahamasFree

A spectacular Boxing Day street parade featuring elaborate costumes, goatskin drums, cowbells, and brass instruments.

Have an Event to Share?

Know about an upcoming event in the Caribbean? Submit it and we will review it for inclusion in our calendar.

Look Your Best for Every Event

From carnival glam to beach-ready looks, book your beauty appointment and arrive at every event feeling confident.