October 31 – November 7, 2026 · British Virgin Islands

You don’t have to race
to win this week.

Charter your own yacht from our partner Sunsail with a 20% discount and join six championship teams as they race to the BVI's most beautiful anchorages — racing by day, island parties by night, for seven days you won't stop talking about.

Race and Flotilla Fleet Limited To 12 Yachts · Reserved on a first-come basis
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Sunsail BVI Championship and Racer Chaser Flotilla Racing sailors know how to have fun — especially with warm trade winds, a week of casual racing, and revelry in the Caribbean's most storied cruising grounds. You don't need a race number to be part of it. Cruise alongside six championship teams from the Helly Hansen Sailing World Regatta Series as they battle for the Caribbean title, and make every one of their stops your own.

Voyage Details

Dates
Oct 31 – Nov 7, 2026
Departs / Returns
Road Town, Tortola
Your Charter
Sunsail & Moorings catamarans and monohulls — 20% off
The Race Fleet
6 championship teams, Sunsail 42s
Anchorages
7, Cooper Island, Virgin Gorda, Marina Cay, Jost Van Dyke and Norman Island
Championship and Flotilla Hosts
Sunsail, BVI Tourism, Sailing World
The Race and Flotilla Experience

Every bit of the adventure. None of the start line.

The Racer Chaser Flotilla was built for friends, families and partners of racing sailors who want the whole week — the sailing, the anchorages, the parties — without the starting horn.

01Following the race fleet in the BVI

Follow the Fleet

Cruise the same course as six championship teams, with front-row seats to every start, mark rounding and finish. No racing experience required — just a love of the water.

02Championship race fleet sailing in the BVI

Race with the Champions

Join the championship race fleet for a one-design bareboat experience and take on the best of the best.

03Anchoring at Bitter End Yacht Club

Anchor Where They Anchor

From Cooper Island to The Baths to Bitter End Yacht Club, every stop on the route is a new cove to snorkel, beach bar to discover, or sunset to chase.

04Family aboard a chartered yacht

Your Own Bareboat Charter

A Sunsail or Moorings catamaran or monohull, ready in Road Town — bring the kids, bring your friends, provision the yacht and make the week entirely yours.

05Championship party ashore

Race-Day Energy, Every Night

Parties, entertainment, awards, cocktail competitions, beach games and more hosted at each stop, right alongside the racers you're cheering for and dancing with.

Seven Days, Seven Anchorages

The Route

From the starting line in Tortola to the final celebration at Norman Island — the ship's log for the Caribbean's ultimate sailing week.

Day 01
Sat Oct 31
Day 01 · Sat Oct 31Road Town, Tortola

Welcome to the British Virgin Islands

Arrive at the Sunsail & Moorings base in Road Town for a late-afternoon yacht check-in and marina sleep-aboard. Get a jump on provisioning, explore Road Town, or just enjoy the pool — then meet your fellow champions and flotilla guests at a welcome party hosted by BVI Tourism, Sunsail and Sailing World.

18.4300°N 64.6208°W
Day 02
Sun Nov 1
Day 02 · Sun Nov 1Manchioneel Bay, Cooper Island

Race One: Round the Islands

A mid-day departure kicks off the first of six championship races — a scenic circumnavigation of Ginger, Cooper and Salt Islands. Shadow the fleet, break off to explore a snorkeling hotspot, or post up for sunset at Cooper Island Beach Club's waterside bar.

18.3833°N 64.5167°W
Day 03
Mon Nov 2
Day 03 · Mon Nov 2The Baths → Bitter End, Virgin Gorda

Icons and Emerald Coastlines

An early sail to The Baths — the BVI's most iconic natural wonder — for as much exploring as you please, while racers duel along Virgin Gorda's emerald north coast. Reserved moorings and an evening welcome party await at Bitter End Yacht Club, kicking off a two-night stay.

18.4990°N 64.4443°W
Sailing the north coast of Virgin Gorda
Day 04
Tue Nov 3
Day 04 · Tue Nov 3Bitter End Yacht Club — Layday

Paradise, Twice

Why leave paradise? Boutiques, island dining, hiking, snorkeling, watersports or a hammock nap — or lunch and billiards at nearby Saba Rock. Racers keep the championship going in Bitter End's Hobie Waves as flotilla guests cheer from dinghies, capped by the afternoon's Mount Gay Rum cocktail competition.

18.4923°N 64.3596°W
Hobie Wave fleet at Bitter End Yacht Club
Day 05
Wed Nov 4
Day 05 · Wed Nov 4Virgin Gorda → Scrub Island → Jost Van Dyke

Two Races, One Perfect Day

The fleet races through and around islands big and small, with a lunchtime stop at Scrub Island Resort's cliffside swim-up bar and infinity pool. A second race along Tortola's majestic north side finishes off postcard-perfect Sandy Cay, before sunset brings everyone to Foxy's Tamarind Bar for dancing under the stars.

Race fleet sailing between the islands on Day 5
18.4472°N 64.7448°W
Day 06
Thu Nov 5
Day 06 · Thu Nov 5Jost Van Dyke → Norman Island

The Final Sprint

The champions face their hardest leg — a start off Sandy Cay through the narrows of Great Thatch Cut, prime spectating for flotilla guests — before a final sprint to The Bight, where racers battle through buoy races in the mooring field. Dinner and awards ashore at Pirates Bight keep the celebration going long after dark.

18.3167°N 64.6167°W
Celebrating on the water at Norman Island
Day 07
Fri Nov 6
Day 07 · Fri Nov 6Cruise to Your Own Vibe

The Reward

Racing's done, and the cruising life takes over. Snorkel The Caves and the Indians, slip away to Peter Island's secret coves, return to Foxy's for more, or simply stay another star-filled night in The Bight — the choice, for once, is entirely yours.

Anchorage panorama on Day 7
18.3667°N 64.5833°W
Day 08
Sat Nov 7
Day 08 · Sat Nov 7Return to Road Town

Until Next Year

One last breakfast onboard, an easy de-brief with the Sunsail team, and a final round at the pool bar or spa before you depart — and start planning your return for next year's championship.

Sunset over the anchorage on the final evening
18.4300°N 64.6208°W