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.

Charter space limited to a handful of 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.

02Anchoring 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.

03Family 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.

04Championship 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.

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.

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.

18.4300°N 64.6208°W
Getting There

Three easy ways to reach the fleet

The flotilla departs from Tortola, British Virgin Islands. Whichever way you fly, you'll be stepping aboard within an hour of touching down.

OPTION 01

Fly Direct to Tortola

EIS · Beef Island

The route: Fly directly to Terrance B. Lettsome International Airport (EIS) on Beef Island/Tortola.

Airlines: American Airlines offers daily or seasonal direct flights from Miami (MIA) to Tortola.

OPTION 02

Connect via San Juan

SJU · Puerto Rico

The route: Book a major airline flight to San Juan, then catch a connecting regional flight to Tortola (EIS) or Virgin Gorda (VIJ).

Airlines: Providers like Cape Air, Silver Airways, and Tradewind Aviation operate these convenient island-hopper connections.

OPTION 03

Fly to St. Thomas + Ferry

STT · USVI · Water Taxi

The route: Fly directly into Cyril E. King Airport (STT) in the USVI, take a taxi to the waterfront, and catch a scenic ferry ride across the border to Tortola.

Details: Ferries depart from Charlotte Amalie (to Road Town, Tortola) or Red Hook (to West End, Tortola). The trip takes about 45 to 60 minutes.

Airlines: STT handles high-frequency, year-round service from major hubs like New York (JFK), Miami (MIA), Atlanta (ATL), and Charlotte (CLT).

For a comprehensive look at the schedules, customs rules, and operators for each method, visit the official BVI Tourism Arriving by Air guide or the BVI Tourism Customs & Immigration page.

In Partnership With

The names behind the championship

The BVI Racer Chaser Flotilla is presented alongside the partners who make the Caribbean Championship possible.

Your Race and Flotilla Yachts

Quoted rates for premium yachts

Other yacht options are available — the rates below cover the two most-requested premium models for the week.

Race Fleet Yacht

Sunsail 41.3 Premier Plus — 3 Cabin

  • Base Charter Fee$5,724
  • BVI Championship and Flotilla Special−$1,144
  • Regatta Charter Fee$4,580
Taxes and Fees
  • Yacht Damage Waiver$630.00
  • Fuel$287.00
  • VISAR Contribution$12.00
  • BVI Cruising Permit Fee$168.00
  • BVI National Parks Permit$35.00
  • Flotilla and Events Fee*$1,000
Est. $6,712
$1,118 per person @ 6 guests
Dates: 31 Oct – 07 Nov 2026
Duration: 7 Nights
Flotilla Fleet Yacht

Sunsail 464 Premier Plus

  • Base Charter Fee$12,499
  • BVI Championship and Flotilla Special−$2,499
  • Regatta Charter Fee$10,000
Taxes and Fees
  • Yacht Damage Waiver$1,015
  • Fuel$630
  • VISAR Contribution$12.00
  • BVI Cruising Permit Fee$168.00
  • BVI National Parks Permit$35.00
  • Flotilla and Events Fee*$1,000
Est. $12,860
$1,607 per person @ 8 guests
Dates: 31 Oct – 07 Nov 2026
Duration: 7 Nights

*Flotilla and Events fee per boat: includes flotilla lead captain, two nights marina berthing (or mooring) at Bitter End Yacht Club and all regatta event socials — BVI Arrival Party at Sunsail, Cooper Island Sundowners, Bitter End Welcome Reception, Mount Gay Rum Drink Recipe Competition at Bitter End, Scrub Island Resort Stopover Round O' Rum, Foxy's Post-Race Party and Awards at The Bight.

Join the Race or the Flotilla

Join the flotilla.

Charter space in the Race and Racer Chaser Flotilla is limited to a handful of Sunsail and Moorings yachts. Race fleet participants must charter Sunsail 41.3 models only. Flotilla fleet guests can charter their preferred available monohull or catamaran. Tell us about your crew, and our Sailing World and Sunsail team will follow up directly to confirm your entry and next steps to complete your reservation.

Charter space in the Racer Chaser Flotilla is confirmed on a first-come, first-served basis — the earlier you register and book, the more choice you'll have of yacht and cabin layout.

Only a few charter berths remain at 20% off for the 2026 Racer Chaser Flotilla — reserve now to secure your yacht.
By submitting, your request will be sent directly to the Sunsail reservations team for the BVI Racer Chaser Flotilla. A member of the team will follow up within 1–2 business days to confirm availability.

Request received.

Thank you — your reservation request has been prepared for the Sunsail team. If your email client didn't open automatically, please write to us directly to confirm your berth.