Boston isn’t just about history and sports; it’s also a surprisingly good place to enjoy a glass of wine with a view. Whether you want to sip Champagne as the sun dips behind the skyline or enjoy cocktails under a full moon, the city offers unique water-based wine experiences. These tours stand out for their blend of scenic beauty, local charm, and relaxed atmospheres. In this guide, we’ll explore two top-rated options that combine Boston’s maritime vibe with delightful drinks and memorable views.
You’ll find options that range from a beautiful sunset sail to a more budget-friendly moonlit cruise. Each offers a different way to experience Boston Harbor, with some including wine and Champagne, while others focus on the ambiance with cocktails and city lights. Whether you’re after a romantic evening, a fun outing, or just want a fresh perspective of Boston from the water, these tours deliver.
1. Boston: Harbor Champagne Sunset Sail from Rowes Wharf

The Boston: Harbor Champagne Sunset Sail from Rowes Wharf offers a relaxing two-hour cruise aboard a classic schooner, perfect for watching the sunset over Boston Harbor. For $82 per person, you get an elegant, intimate experience with stunning views of city landmarks like the Custom House Tower and the waterfront.
The highlight is the chance to sail at sunset, with the sky turning shades of orange and pink as the city begins to glow. The crew is friendly and knowledgeable, often answering questions about the sights and sailing itself. Guests can purchase beer, wine, Champagne, and soft drinks, making it easy to toast the evening in style. The reviews speak to the experience’s quality, with a 4.8/5 rating from 231 reviews. Many guests appreciate the friendly crew and the peaceful atmosphere, describing it as a “beautiful, relaxing way to see Boston from the water.”
While a few note that seating could be more cushioned, most agree that the experience offers great value for a two-hour sail during sunset. This tour is ideal for couples or small groups looking for a romantic, scenic escape that combines sailing with light libations.
Bottom Line: A elegant, well-rated sunset sail with Champagne options, perfect for quiet reflection or romantic evenings with excellent harbor views.
2. Boston Harbor: Full Moon Cruise with Champagne Option

The Boston Harbor: Full Moon Cruise with Champagne Option is a different kind of experience, offering a two-hour cruise that highlights the magic of city lights under a full moon. At $31 per person, this tour is budget-friendly and focuses on enjoying the nighttime scenery with cocktails, snacks, and a relaxed vibe.
This cruise takes you through both the inner and outer harbor, with plenty of opportunities to take in the skyline, illuminated bridges, and possibly some city reflections shimmering in the water. You can choose the Champagne upgrade, which adds a touch of luxury to the evening. The bar is full service, and guests can enjoy drinks as they relax and soak up the fresh sea breeze.
The reviews are mixed, with a 3.4/5 rating from only 7 reviews, indicating it’s more casual and less polished than the sunset sail. Guests mention the ambiance and city views but note that it’s not as refined or intimate as other options. It’s best suited for those on a tighter budget or looking for a lively, social experience with a chance to enjoy Boston’s nightlife from the water.
Bottom Line: A casual, affordable cruise ideal for those who want to experience Boston’s nighttime harbor lights without a hefty price tag, especially if a Champagne upgrade appeals.
How to Choose Between These Water-Based Wine Tours
When deciding between these options, think about what kind of experience you’re after. The Sunset Champagne Sail is perfect if you want a more refined, tranquil experience with beautiful sunset views, ideal for romantic evenings or special occasions. It’s more expensive but offers a classic sailing experience with a friendly crew and scenic vistas.
The Full Moon Cruise is a more laid-back, budget-friendly alternative that emphasizes relaxed, social fun under the stars. If you’re interested in a lively atmosphere and don’t mind a less polished experience, this is your pick — especially if city lights and moonlit reflections excite you.
Booking early is advised for both, especially during peak seasons in summer and fall. Check the schedules ahead of time, as sunset cruises depend on weather and sunset times, while moonlit cruises are best booked around the full moon dates for optimal experience.
Final Thoughts
Boston’s water-based wine experiences range from the elegant to the casual, each with its own charm. For a special evening, the Champagne Sunset Sail offers a memorable, scenic escape aboard a classic schooner, perfect for lovers of the water and a good glass of bubbly. If you’re more interested in a relaxed, affordable outing with city lights shimmering in the water, the Full Moon Cruise fits the bill.
Both tours highlight Boston’s maritime beauty, but your choice depends on your mood, budget, and desire for formality. Whichever you choose, booking early and dressing appropriately will ensure you get the most out of your water-bound wine adventure in Boston. Cheers to a memorable harbor experience!