Sail with Alan

Check out where I'm headed next. Want to join me on a sailing? Reach out and let's make it happen.

Iconic white and blue buildings of Santorini overlooking the Aegean Sea 10 Nights

Virgin Voyages

Scarlet Lady

June 14, 2026  ·  Starry Nights in Greece & Croatia

A stunning Mediterranean sailing from Athens through the Greek islands and into the Adriatic. Highlights include Mykonos, Santorini, Dubrovnik, and the Bay of Kotor.

Athens Mykonos Bodrum Santorini Chania Dubrovnik Kotor Corfu
Turquoise Caribbean waters and white sand beach in the tropics 5 Nights

Virgin Voyages

Resilient Lady

July 25, 2026  ·  Grand Turk & Bimini Beach Club

A 5-night Caribbean escape from Miami with a stop in Grand Turk for stunning beaches and snorkeling, plus a full day at Virgin Voyages' exclusive Beach Club at Bimini.

Miami Grand Turk The Beach Club at Bimini
Aerial view of turquoise Caribbean waters and tropical coastline 7 Nights

Royal Caribbean

Icon of the Seas

August 22, 2026  ·  Eastern Caribbean & Perfect Day

A week aboard the world's largest cruise ship sailing from Miami through the Eastern Caribbean. Stops in St. Maarten and St. Thomas before a full day at Perfect Day at CocoCay.

Miami Philipsburg, St. Maarten Charlotte Amalie, St. Thomas Perfect Day at CocoCay
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Northern lights over icy Arctic landscape 13 Nights

Virgin Voyages

Valiant Lady

September 6, 2026  ·  Iceland, Greenland, Canada & NYC

An epic transatlantic voyage from Reykjavík to New York through Iceland's Westfjords, Greenland's stunning coastline, and the Canadian Maritimes. A once-in-a-lifetime itinerary.

Reykjavík Ísafjörður Qaqortoq Nuuk St. John's Halifax New York City
Aerial view of a tropical island with turquoise water 4 Nights

Royal Caribbean

Utopia of the Seas

November 16, 2026  ·  Bahamas & Perfect Day

A quick Bahamas escape from Port Canaveral with a stop in Nassau and a full day at Royal Caribbean's award-winning private island, Perfect Day at CocoCay.

Port Canaveral Nassau Perfect Day at CocoCay
Turquoise Caribbean waters with a tropical island coastline 7 Nights

Celebrity Cruises

Celebrity Beyond

November 22, 2026  ·  Eastern Caribbean

A week-long Eastern Caribbean voyage from Fort Lauderdale aboard Celebrity's stunning Edge-class ship. Stops in Puerto Plata, St. Thomas, and St. Maarten with two relaxing sea days.

Fort Lauderdale Puerto Plata Charlotte Amalie, St. Thomas Philipsburg, St. Maarten

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Want to Join Me on a Cruise?

Whether you want to sail on the same ship or need help planning your own trip, I'm here to help — always free, no strings attached.

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