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Endless Blue News

Dispatch From the Water · September

Winter Sells Out in January. Smart Money Books in September.

A charter boat under way in clear Virgin Islands water at golden hour

Every year it goes the same way. January arrives, the phone starts ringing, and the good December-through-April dates are already gone — taken by people who decided back when nobody else was thinking about winter. That is what this month is for.

Our winter early-bird is open through September 30. Book any December through April charter now and you lock today's rates, put down a deposit, and get first pick of dates — including the two weeks that always go first, Thanksgiving and New Year's. After the 30th it's standard pricing and whatever is still open.

And the plain-English version of our weather policy, because you shouldn't have to go digging for it: we watch the tropics every single day, and if a system ever threatens your dates, we work with you to move them. No drama, no fine-print surprises. A deposit reserves your boat and your date — it doesn't gamble with your vacation.

Two more things worth knowing while the window is open. Multi-day rates are the best they'll be all year right now. And the discounts still stack up the way they always have — locals get 10% through November 15, and if you've sailed with us before, BLUEAGAIN takes 10% off any time.

One update from the water: the BVI reopen to our fleet on October 1, once the annual inspection clears — so British-side winter dates are on the table and bookable now. Dream Girl is BVI-legal today if you'd rather not wait for the rest of the fleet to catch up. Everywhere else, GrooVI, Kai Lana, Pau Hana and Sea Sweet are running full days, half days and sunsets out of Red Hook.

Lock your winter dates before September 30, or call us at (340) 209-7601 and we'll sort it in five minutes.

Winter is decided in September. January just finds out.

Up Next · October 1

September Was Ours. October Is Yours.

The island reopens — kitchens, beach bars, and the BVI all coming back online.

From the Archive

Past Issues

A lone sailboat on calm open water off the Virgin Islands
August

August in the Virgin Islands: The Locals’ Season

Warmest water of the year, wide-open anchorages, and the BVI Emancipation Festival.

Read the August issue →
A green sea turtle gliding through clear turquoise Caribbean water
July

July on St. John: Fireworks, Festival, and Flat-Calm Water

St. John's Fourth of July Carnival, warm calm seas, and turtle-season snorkeling.

Read the July issue →
Boats resting at anchor in calm turquoise water, British Virgin Islands
June

June in the Virgin Islands

The islands' best-kept secret — glassy water, thinning crowds, warm clear seas.

Read the June issue →
Powder-white sand and clear turquoise shallows at Trunk Bay, St. John
May

May on St. John: Trunk Bay Before the Rush

Shoulder-season calm and the world's first underwater snorkel trail.

Read the May issue →
A calm white-sand beach framed by green hills on St. Thomas
April

April on St. Thomas: Magens Bay at Its Best

Dry, steady weather and a heart-shaped mile of north-shore sand.

Read the April issue →
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