Schematic cream, navy, and teal route map of a 5-day British Virgin Islands sailing loop. The track starts at Road Town, Tortola, then runs to Manchioneel Bay on Cooper Island (day 1), The Baths by day and Spanish Town on Virgin Gorda overnight (day 2), with North Sound marked as an alternate overnight, Great Harbour on Jost Van Dyke (day 3), Cane Garden Bay on Tortola’s north shore (day 4), and The Bight on Norman Island (day 5). A faint dotted line shows the return to Road Town. Anegada is not on this route. Island silhouettes are geographically relative. Not a chart and not for navigation.

Schematic – not for navigation. Island outlines (c) OpenStreetMap contributors (ODbL).

Five nights from Tortola: Cooper, Virgin Gorda (The Baths), Jost, Cane Garden Bay, Norman, then base. Same islands as the Saturday week, with Anegada deleted on purpose. Distances are approximate rhumb-line figures at a 5–6 kt cruise, cross-checked against Moorings’ published 5-night legs.

Same loop from Nanny Cay, Hodges Creek or Soper’s Hole — only the first night changes. Late briefing from Road Town / Nanny / Soper’s: first night Norman, not Cooper. Do not add Anegada.

Moorings and BoatyBall pricing for every overnight stop: BVI moorings and BoatyBall.

Checked 31 Aug 2026

TOUR ITINERARY Highlights Of Your Journey

START END
Cooper Island, Manchioneel Bay
Day 1

Day 1 — Cooper Island, Manchioneel Bay

British Virgin Islands / Cooper Island

Short first hop from Road Town, 6.5 nm and about 1 hour 20 minutes. Protected mooring field at Manchioneel, dinner at the beach club. Late start from Road Town, Nanny Cay or Soper’s: go to Norman instead.

  • Things To Do:

    Settle the boat, swim, sunset from the mooring field

  • Food:

    Cooper Island Beach Club — restaurant, rum bar and microbrewery; reserve dinner. Closed 3 Aug–1 Nov 2026

  • Anchorage:

    BoatyBall reservable balls (drop 07:00, $55) plus first-come; anchoring not recommended

  • Sail:

    Road Town → Cooper, 6.5 nm, ~1h 20m (Hodges Creek ~4.5 nm)

TOUR DELIGHT :

Dinner at Cooper Island Beach Club
Day 2

Day 2 — The Baths and Virgin Gorda overnight

British Virgin Islands / Virgin Gorda

Morning at The Baths National Park (08:30–16:30, US$3 / US$2, NPT day buoys 90 minutes). Overnight at Spanish Town (VGYH) or continue to North Sound (Leverick / Saba Rock).

  • Things To Do:

    The Baths and Devil’s Bay trail. Skip the sea moorings if a winter swell is running

  • Food:

    Lunch at Top of the Baths. Dinner at Leverick (18:00–21:00, closed Fri) or Saba Rock if you sleep in the Sound; Top of the Baths lists dinner if you stay at Spanish Town

  • Anchorage:

    VGYH slips at Spanish Town, or BoatyBall at Leverick and Saba Rock

  • Sail:

    Cooper → The Baths ~5 nm / ~1 hr, then ~5 nm more to Leverick (or stop at Spanish Town; Moorings 6 nm / 1h 15m Cooper→VG)

TOUR DELIGHT :

The Baths boulders and Devil’s Bay trail
Place 2
Great Harbour, Jost Van Dyke
Day 3

Day 3 — Great Harbour, Jost Van Dyke

British Virgin Islands / Jost Van Dyke

The week’s longest run. Sandy Cay on the way if time. Overnight Great Harbour, not White Bay. Painkiller at Soggy Dollar; dinner at Foxy’s.

  • Things To Do:

    Sandy Cay if the clock allows; White Bay dinghy or taxi for a Painkiller

  • Food:

    Lunch at Soggy Dollar (breakfast, lunch, evening appetizers; closed 26 Aug–7 Oct 2026). Dinner at Foxy’s — lunch and dinner daily, Fri/Sat BBQ

  • Anchorage:

    BoatyBall at Great Harbour (also Little Harbour and Diamond Cay)

  • Sail:

    Virgin Gorda → Great Harbour, 18.6 nm / ~3h 45m from the Spanish Town stretch (~11–21 nm from North Sound)

TOUR DELIGHT :

A Painkiller at the Soggy Dollar, White Bay
Day 4

Day 4 — Cane Garden Bay, Tortola

British Virgin Islands / Tortola

Short hop to Tortola’s north shore. Callwood Rum Distillery off the beach — ask permission. Northerly swell: day-stop only and sleep at Soper’s.

  • Things To Do:

    Callwood Rum Distillery; beach afternoon

  • Food:

    Lunch at Myett’s Garden & Grille. Dinner at Quito’s Gazebo (live reggae some nights). Same-strip alts: Paradise Club, Indigo Beach House

  • Anchorage:

    BoatyBall reservable + FCFS; public dinghy dock

  • Sail:

    Great Harbour → CGB ~5 nm / ~1 hr (Moorings 5.8 nm)

TOUR DELIGHT :

Callwood rum and live music at Quito’s
Place 2
The Bight, Norman Island
Day 5

Day 5 — The Bight, Norman Island

British Virgin Islands / Norman Island

Last night close to base. Leave Cane Garden early, wrap the west end, snorkel The Caves and The Indians in the morning, sleep in The Bight. Next morning is return.

  • Things To Do:

    The Caves at Treasure Point and/or The Indians — NPT day buoys, 90 minutes, no overnight

  • Food:

    Lunch at Willy T if alongside (12:00–15:00). Dinner at Pirate’s Bight (11:00–21:00, Oct–July season listed); reserve

  • Anchorage:

    Overnight balls in The Bight, paid locally — not BoatyBall reservable

  • Sail:

    CGB → The Bight 12.5 nm / ~2h 30m via the west end. Return next morning ~6–7.5 nm / 1–1.5 hrs

TOUR DELIGHT :

The Caves and The Indians, then first-light run home

Related: the 7-Day BVI Sailing Itinerary is this loop with Anegada as a weather call. The 10-Day BVI Sailing Itinerary is two nights at Setting Point without rushing. The 14-Day BVI Sailing Itinerary is a second real week, not this list twice.