Where to Go: the 7 Best Wine Tastings Worldwide

1.Harbor Cruise with Wine and Cheese

★★★★★★★★★★4.7 · 795 reviews · 1h 30m · from $49Our pick

Cruise Hamburg Harbor for 90 minutes while a German-speaking guide points out St. Michael’s Church, the Elbphilharmonie, HafenCity, Speicherstadt, and working docks. You receive three glasses of red or white wine, 150 grams of cheese, and crackers. Sit outside in good weather or inside the heated salon in winter.

“Amazing - lovely cheese and wine and you got so close to all of the tankers and other ships in the port!”

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2.Boston Harbor: Full Moon Cruise with Champagne Option

★★★★★★★★★★3.0 · 7 reviews · 2 hours · from $30Best value

Cruise Boston’s inner and outer harbor from Rowes Wharf for two hours, passing Logan Airport, the Harbor Islands, USS Constitution, and waterfront districts. You’ll have a full-service bar and light snacks for purchase, or choose a ticket with prosecco included. Boarding begins 30 minutes before departure.

“Ruined my engagement because you wanted to cancel the day of the event. If it was cancelled sooner other arrangements could’ve been made. THANKS ALOT”

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3.Dana Point: Evening Harbor Wine Cruise with snacks

★★★★★★★★★★4.7 · 7 reviews · 1h 30m · from $59

Spend 90 minutes aboard a luxury catamaran in Dana Point Harbor, tasting four wines from The Organic Cellar with guidance from an English-speaking wine host. A cheese, cracker, fruit, and nut platter is included, while the full bar offers extra drinks. Live music may be added when available.

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4.Sydney Harbour: 2h Glass Boat Dinner Cruise with Wine Pairing

★★★★★★★★★★3.0 · 5 reviews · from $118

Board at Wharf 5 at 7:15 pm for a two-hour dinner cruise on Sydney Harbour. You’ll enjoy a four-course meal made with Australian produce, wine pairings with three courses, and views of the Opera House and Harbour Bridge. Staff names noted include Lee and Juliana, though the team may vary.

“Absolutely wonderful experience in a first class setting. The sites were fabulous and the dinner was excellent. You can't go wrong with this dinner cruise.”

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5.Harbour Cruise with Gourmet BBQ Lunch, Beer and Wine

★★★★★★★★★★4.9 · 4 reviews · 4 hours · from $286

Spend four hours aboard a 40-foot motor yacht with no more than 14 people. Your English-speaking captain shares harbour stories while you pass the Opera House, Harbour Bridge, bays, coves, and Bondi Beach. A three-course BBQ lunch, regional wine, local beer, swimming, kayaking, and fishing are included. Maggie and Semi are named crew members.

“Fantastic day on the water in a 37 ft boat with excellent service by Maggie and Semi”

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6.Scenic Wine and Cheese Harbour Cruise

★★★★★★★★★★4.7 · 3 reviews · 1h 30m · from $33

You’ll spend 90 minutes aboard Red Boats’ scenic harbour cruise from Z Pier, enjoying a cheese and charcuterie box with one glass of New Zealand wine or local beer. Live English commentary points out Rangitoto Island, the Harbour Bridge, Bean Rock Lighthouse, and Auckland’s skyline, with gentle music throughout.

“Great value, very informative commentary, good selection of wines and beers and generous serve of cheese & nibbles platter.”

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7.Private Sydney Harbour Twilight Sail with Champagne

★★★★★★★★★★5.0 · 2 reviews Top rated

Spend two hours on a private Beneteau yacht with skipper commentary, a bottle of French champagne, and sunset views of the Opera House, Harbour Bridge, Watsons Bay, and the eastern suburbs. Tom or Tommy may be at the helm, and the small setting works especially well for a proposal, anniversary, or relaxed Sydney evening.

“Really appreciated our skipper Tom who was an amazing Ambassador for Sydney - teaching us lots of things we could have never learned on our own. Great experience and highly recommended!”

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