2 Must-Try Tours & Things To Do In Peekskill

Discover the best ways to enjoy Peekskill with a scenic fall foliage brunch cruise and a lively Oktoberfest cruise. Practical tips included.

Peekskill, New York, is a small town with a big knack for offering memorable experiences along the Hudson River. Its scenic views, especially in the fall, make it an ideal spot for special cruises and events. We’re particularly fond of the Fall Foliage Brunch Cruise—a relaxing morning where you can enjoy a hearty brunch while soaking in the vibrant autumn colors.

The Oktoberfest Cruise with live German music and hearty food adds a lively, festive alternative perfect for celebrating with friends or family. Both tours highlight the town’s waterfront charm and offer unique ways to enjoy the Hudson River.

If you’re visiting Peekskill and looking for a relaxed daytime activity, the Fall Foliage Brunch Cruise is a must. For a more lively, themed experience, the Oktoberfest Cruise serves up fun with traditional music and food. Below, we’ll walk you through each to help you decide which suits your style — whether you prefer peaceful scenery or a spirited celebration.

Peekskill: Fall Foliage Brunch Cruise

Pick #1
Peekskill: Fall Foliage Brunch Cruise
Peekskill, New York: Oktoberfest Cruise with Live Music

Pick #2
Peekskill, New York: Oktoberfest Cruise with Live Music
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Quick Overview

Peekskill has plenty to offer, but these two standout tours give a good sense of what’s possible. The Peekskill: Fall Foliage Brunch Cruise combines scenic views with a tasty brunch, perfect for autumn lovers.

Meanwhile, the Peekskill, New York: Oktoberfest Cruise with Live Music offers an upbeat, family-friendly Oktoberfest celebration on the water, featuring German food, music, and games. Both tours are well-reviewed and provide distinctive ways to experience Peekskill’s riverfront.

Now, let’s explore each experience in detail, so you can choose the right one for your taste and schedule.

1. Peekskill: Fall Foliage Brunch Cruise

Peekskill: Fall Foliage Brunch Cruise

For around $75 per person, this 2.5-hour cruise offers a perfect way to enjoy Peekskill’s stunning autumn scenery. The cruise departs from Peekskill and takes you along the Hudson River, where the views of the Hudson Highlands are at their most vibrant during fall.

The highlight of this cruise is the chef-curated brunch buffet, which features a variety of tasty options designed to satisfy hungry travelers.

You can choose to dine in the climate-controlled dining room or the open-air sky lounge, both providing excellent vantage points for photo opportunities.

One of the key draws is the chance to enjoy a complimentary mimosa or bloody mary as you relax and take in the scenery. The cruise also passes by notable landmarks like West Point, offering a glimpse of its commanding presence on the riverbank. The boat’s comfortable atmosphere and friendly crew make this a relaxing outing, especially for those who appreciate good food and picturesque views.

The reviews, with a 4.7/5 rating from 10 reviews, suggest this cruise hits the sweet spot for a memorable fall experience.

Bottom Line: If you want a combination of scenic beauty, good food, and a tranquil setting, this brunch cruise is a top pick. It’s especially suited for autumn foliage lovers and anyone looking for a peaceful way to enjoy the river.

2. Peekskill, New York: Oktoberfest Cruise with Live Music

Peekskill, New York: Oktoberfest Cruise with Live Music

At $39 per person for a 3-hour party on the water, this cruise offers a lively, festive atmosphere perfect for celebrating Oktoberfest. The boat departs from Peekskill and is decked out in traditional Oktoberfest decor, setting the scene for a fun afternoon.

Theres some good authentic German dishes, including bratwurst, sauerkraut, and other hearty fare, which can be purchased on board. The best part? The live German music keeps the energy high, with dancing and sing-alongs encouraged.

The cruise is designed for fun, with activities like traditional games and a chance to don your best Oktoberfest costume. It’s an ideal outing for families, friends, or couples wanting to enjoy a spirited celebration. Since it’s on the water, you’ll also get excellent views of the Hudson River and Peekskill’s waterfront.

Although the review details are sparse, the consistent theme is a lively, engaging experience at a very reasonable price.

Bottom Line: This cruise is perfect if you’re looking to combine good food, lively music, and a family-friendly environment with scenic river views. It’s ideal for those who love festivities and don’t mind a spirited crowd.

How to Choose

When deciding between these two cruises, consider your mood and interests. If you prefer a peaceful, scenic morning with excellent food and autumn colors, the Fall Foliage Brunch Cruise is your best bet. It’s a relaxing way to see the river and enjoy a hearty meal in a calm setting.

On the other hand, if you’re after a lively, festive atmosphere with music, dancing, and traditional German fare, the Oktoberfest Cruise offers that experience at a budget-friendly price. It’s also an excellent choice if you’re traveling with family and want a fun, interactive outing.

Booking early is advisable, especially during peak foliage season in the fall or Oktoberfest in late September and October. Check the weather forecast, as both cruises are dependent on good weather for maximum enjoyment.

Final Thoughts

Peekskill offers a great mix of scenic beauty and lively events. The Fall Foliage Brunch Cruise provides a peaceful way to enjoy the seasonal colors along the Hudson River, while the Oktoberfest Cruise delivers a fun, spirited celebration with authentic food and music.

For travelers who love nature and leisurely mornings, the brunch cruise is a solid choice. If you’re looking for a lively afternoon with entertainment and good food, the Oktoberfest cruise is hard to beat.

Both tours give a taste of what makes Peekskill special — its beautiful riverfront and welcoming community. Whichever you choose, booking early and dressing appropriately for the weather will ensure a memorable day on the Hudson.