PRIVATE Local Sunset Sail by a Certified Captain

Baltimore’s best-kept secret: a private sunset sail with local hosts Alicia and Bobby offers an authentic, serene way to see the city from its harbor. This 2-hour voyage on a 45-foot sailing yacht is tailored for small groups—up to six people—and promises a peaceful, customizable adventure with no crowds or shared spaces. As a top-rated and award-winning experience, it’s clear this is a highlight for many visitors seeking a genuine taste of Baltimore’s maritime charm.

What we love most about this experience is the personal touch. You get to choose your music, bring your favorite snacks and drinks, and enjoy a relaxed, intimate setting with knowledgeable hosts who are deeply connected to Baltimore’s history and culture. The chance to cruise past iconic sights like Fort McHenry and the skyline as the sun dips below the horizon makes for stunning photos and memorable moments.

A possible consideration? The price tag of $1,100 per group may seem steep for some, but when you factor in the exclusivity, personalized service, and the all-inclusion of amenities like a restroom and coolers, many will find it offers excellent value—especially if celebrating a special occasion or looking for a unique gift.

This tour is ideal for couples, small families, or friends wanting a private, relaxed, and meaningful way to experience Baltimore from the water. If you’re craving a customizable experience with local hosts that can tailor every detail, this is a fantastic choice.

Key Points

• Private and Intimate: Only your group on the boat, with a maximum of six passengers for a personalized experience.
• Fully Customizable: You choose your music, food, and drinks—perfect for special occasions or relaxed outings.
• Expert Hosts: Alicia and Bobby are Baltimore locals with deep roots and a passion for sharing their city.
• Stunning Views: Get exclusive sights of Fort McHenry, the skyline, and harborside landmarks at sunset.
• All-Inclusive Comforts: Restroom onboard, coolers with ice, bottled water, and the freedom to bring your own refreshments.
• Authentic Experience: No crowds, no shared spaces—just you, your loved ones, and Baltimore from the water.

A Deep Dive into the Experience

The Vessel and Overall Atmosphere

The star of this adventure is the 45-foot sailing yacht, SAEDA. It’s well-sized, comfortable, and designed for quiet, smooth sailing—perfect for taking in the sights without feeling cramped. The boat features a restroom onboard, which is a thoughtful touch that adds to the comfort, especially on a two-hour cruise.

The vibe is relaxed but attentive, thanks to the hosts Alicia and Bobby, who are certified boat operators with a genuine love for their city. From the moment you step aboard, the atmosphere feels personal and welcoming. Reviewers highlight how Bobby and Alicia are “such great hosts,” making everyone feel at home.

The Itinerary and Sights

Baltimore from the water is a visual feast, and this tour makes the most of the limited time. The cruise begins in the historic waters of Baltimore, giving you a panoramic view of both the city’s past and present.

• Fort McHenry: Watching this iconic star-shaped fort drift by is a highlight. Reviewers note the powerful connection to the War of 1812 and the Star-Spangled Banner. You can imagine the cannon fire and smoke as you pass, feeling a real sense of history from the water.

• Sagamore Spirit Distillery: A modern whiskey maker with deep Maryland roots, the distillery’s sleek architecture and copper stills are visible from the harbor. This stop offers a glimpse of Baltimore’s blend of tradition and innovation. It’s more of a visual highlight, but for whiskey lovers, it’s like catching a piece of the city’s spirit (pun intended).

• Baltimore Skyline: The views of the towering World Trade Center, historic Federal Hill, and the glass pyramids of the National Aquarium at sunset are breathtaking. One reviewer mentioned how the buildings light up as the sun sets, creating an unforgettable backdrop for photos.

• Port Covington and Under Armour HQ: Witness the transformation of Baltimore’s waterfront with sleek modern buildings, athletic fields, and the headquarters of this global brand. It’s a testament to how the city’s industrial past now energizes a new era of innovation.

• Locust Point Neighborhoods: Sailing along Key Highway, you’ll see neighborhoods with centuries of maritime history—immigrant ships, wartime supply vessels, old warehouses, and new condos. It’s a living history lesson with changing scenery.

The Personal Touch and Customization

Unlike standard group tours, this experience puts you in control. You can bring your own food and drinks, with coolers filled with ice ready onboard. BYOB options mean you can toast with champagne, craft beers, or whatever suits your mood, making it perfect for celebrations.

Guests have raved about the delicious food (like charcuterie boards) and the relaxed atmosphere. One reviewer even mentioned the hosts’ charisma and knowledge, which added so much to their experience. The hosts are also happy to provide a history lesson, adding educational value to the scenic cruise.

Practical Details and Value

At $1,100, this private cruise might seem on the pricey side at first glance. However, considering it’s for up to six people, the per-person cost becomes quite reasonable—especially for a bespoke, luxury experience. The fact that it’s completely private and customizable gives it a premium feel, making it ideal for special occasions such as anniversaries or small celebrations.

The two-hour duration strikes a good balance—long enough to see multiple sights without fatigue. Plus, the convenience of meeting at Sail Baltimore’s boat in downtown Baltimore simplifies logistics.

Weather and Cancellation Policies

Weather can impact sailing plans, but the good news is that if conditions are poor, the tour can be canceled or rescheduled. The booking process allows for full refunds if canceled at least 24 hours in advance, which adds peace of mind. The tour is suitable for most travelers, including service animals, and is accessible via public transportation nearby.

Who Will Love This Tour?

This sailing adventure is perfect for couples seeking a romantic, private experience, small groups wanting a personalized day out, or families celebrating a special occasion. If you’re looking to see Baltimore from a unique perspective—quiet, scenic, and tailored to your preferences—this is your opportunity. It’s especially suited for those who appreciate scenic views, local storytelling, and the flexibility to bring their own snacks or drinks.

It’s not a typical touristy cruise; instead, it’s an authentic, intimate way to connect with Baltimore’s maritime soul. The hosts’ enthusiasm and local knowledge make it stand out from more generic tours.

The Sum Up

This Private Sunset Sail with Baltimore locals Alicia and Bobby offers a beautifully balanced experience: intimate, customizable, and filled with stunning views and meaningful sights. It’s clear the hosts put genuine care into crafting a memorable outing that combines history, modernity, and scenic beauty. The inclusion of snacks, drinks, and a restroom onboard makes it both practical and pleasurable, especially for small groups celebrating something special.

While the price might be a consideration, the value of a tailored, private experience—coupled with expert hosts and gorgeous vistas—makes this cruise a worthwhile splurge for those wanting something more personal than a crowded boat tour. It’s best suited for travelers craving a genuine connection with Baltimore’s harbor, whether for romance, family bonding, or a special celebration.

If you love the idea of a peaceful, scenic cruise with full control over your experience, this sailing adventure will not disappoint.

FAQ

Is this a private tour?
Yes, each cruise is exclusive to your group, with a maximum of six passengers, ensuring a personalized experience.

Can I bring my own food and drinks?
Absolutely. The tour is BYOB and BYOF, with coolers and ice available onboard for your snacks, drinks, or celebratory toast.

How long is the cruise?
The cruise lasts approximately 2 hours, providing enough time to see multiple sights and enjoy the ambiance without feeling rushed.

What sights will I see during the cruise?
You can expect views of Fort McHenry, the Baltimore skyline, Sagamore Spirit Distillery, Port Covington, and historic neighborhoods along the harbor.

Is there a restroom onboard?
Yes, the yacht features a restroom, which is especially convenient for families or longer outings.

What is included in the price?
The price covers the private boat, host services, bottled water, coolers with ice, and the use of onboard amenities. Alcoholic beverages and snacks are optional and can be brought along.

What if the weather isn’t good?
If weather conditions prevent sailing, the tour can be canceled or rescheduled at no extra cost. Full refunds are available if canceled at least 24 hours in advance.

This private sailing tour offers a rare chance to see Baltimore from a peaceful, personalized perspective—perfect for creating unforgettable memories on the water.