Hike, Swim & Wine Tasting
Stunning Views, a Mountaintop Swim and New York Wine to Taste
Join other outdoor enthusiasts as we follow a series of trails in a hilly area known for its numerous lakes and impressive views. There are also opportunities for some bouldering, if you are up for it! There is magnificent scenery along the way and fine vistas from the tops of three mountains. Lunch at a stunning lake, where we will swim and rest.
This is a fantastic five-mile hike! Over four hours, we will gain 1,300 hundred feet in elevation. You will sweat, and the trail will be rocky. There is scrambling on several sections of the trail. You should be in adequate physical shape, and close to your ideal weight.
Then you will enjoy wine tasting at a real farm winery in New York’s Hudson Valley. The wines are made from their own vineyards and from across the state. You will sample Chardonnays, Cabernet Franc, barrel fermented reds, and delicious fruit wines including Hard Apple Cider. Every wine is produced in a “limited edition” with almost every bottle spoken for as soon as its made. There is also a wonderful cafe, where you may order delicious food prepared by a CIA-trained chef.
Event Details
- Departure Time 8:00 AM. Meet at 7:45 for check-in.
- Return Time Approximately 6:00 PM
- Departure and Return Location 73rd and Broadway, Northeast corner (in front of Apple Bank). Subways 1, 2, 3 to 72nd Street.
- Bring Backpack, your lunch and two liters of water.
- Wear Hiking boots or trail shoes, swimsuit if you care to swim, weather-appropriate athletic clothing.
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Intensity Levels
This event or trip is Intensity Level 3.
Overview
Adventures at All Skill Levels
We offer adventures for everyone, no matter what your skill level. This guide will help you decide which trip is right for you.
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Activity
How long (in hours) you may be active every day during the trip.
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Distances
You should feel confident that you would be able to complete these distances every day of your trip.
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Surfaces
What types of terrain you may encounter and should be prepared for on your trip.
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Elevation Change
The largest elevation change you may encounter on your trip.
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Altitude
The highest elevation you may reach on your trip.
Intensity Levels
This event or trip is Intensity Level 3.
Level 1
Laid-Back, Unhurried, Restful
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Activity
1 – 3 hours
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Distances
Walk or hike less than 3 miles
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Surfaces
Flat terrain
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Elevation Change
Little or none
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Altitude
Less than 3,000 feet
Intensity Levels
This event or trip is Intensity Level 3.
Level 2
Easy Active — Perfect for Active First-Timers
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Activity
2 – 5 hours
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Distances
Hike up to 6 miles, cycle 10 – 30 miles most days
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Surfaces
Flat or rolling terrain with some steeps possible
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Elevation Change
Up to 1,500 feet per day
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Altitude
Up to 6,000 feet
Intensity Levels
This event or trip is Intensity Level 3.
Level 3
Moderate — for Novices & Above
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Activity
4 – 6 hours most days
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Distances
Hike up to 10 miles, cycle 20 – 40 miles most days
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Surfaces
Rolling or mountainous terrain with some steeps
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Elevation Change
Up to 2,000 feet per day
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Altitude
Up to 10,000 feet
Intensity Levels
This event or trip is Intensity Level 3.
Level 4
Vigorous — Recommended for Fit Travelers with Basic Skills
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Activity
5 – 8 hours most days
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Distances
Hike up to 12 miles, cycle 30 – 50 miles most days
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Surfaces
Mountainous, exposed terrain with steep ascents/descents and uneven trails
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Elevation Change
Up to 3,000 feet per day
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Altitude
Up to 14,000 feet
Intensity Levels
This event or trip is Intensity Level 3.
Level 5
Strenuous — Very Fit or Experienced Travelers
Experience required; doctor’s release may be required (if so, will be noted in trip description).
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Activity
10 plus hours per day
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Distances
Hike 12 or more miles, cycle 50 miles most days
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Surfaces
Remote mountainous, exposed terrain with steep ascent and descents, uneven trails with loose features
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Elevation Change
Up to 4,000+ feet per day
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Altitude
May well exceed 14,000 feet
We move fast along this rocky trail. Please pick this trip if you are in good shape.
Why Outdoor Bound?
Experienced, Fun & Qualified Guides
From cycling across the United States to leading horse treks through New Zealand to scaling Nepalese peaks, Outdoor Bound guides have real-world outdoor experience. Collectively, they have hiked, biked, climbed and kayaked tens of thousands of miles around the globe.
Whether their professional backgrounds are as teachers, personal trainers, artists, environmentalists or business leaders, they all have an extensive knowledge of the natural world and local history. Each guide has also passed a rigorous guide certification program and is trained in wilderness first aid or as a Wilderness First Responder.
Diverse & Interesting Groups
There is no typical Outdoor Bound participant. While ages typically range from 20 to 50, those who come to experience outdoor adventure range from singles to couples, from lawyers to waiters. They are a mix of women and men. While the group is always diverse, you will certainly feel welcome. Our guides go the extra mile to make the atmosphere of each trip social and fun. Many people in the Outdoor Bound community have forged lasting friendships as a result of our trips.
New Experiences
Skydiving, ice-climbing, hot-air ballooning, skiing and hiking every weekend are just a few of Outdoor Bound’s year-round adventures. These trips are accessible to everyone, including the novice, who might feel a little uneasy, the young urban professional trying to get away and even the adrenaline junkie looking for a new rush.
Environmental Awareness
“Leave nothing but footprints, take nothing but pictures,” is the Leave No Trace motto embraced by Outdoor Bound. From purchasing bamboo T-shirts to printing with soy-based inks on recycled paper, Outdoor Bound strives to create the least environmental impact possible while on trips and in the office.
Outdoor Bound Hike, Swim & Wine Tasting
Register
Hike, Swim & Wine Tasting
Bringing a Friend or Two?
Please be sure to enter the total number of people in the Qty box. In addition, be sure to include your friends’ names and cell-phone numbers on the final Checkout page. The final discount price is the price per person, multiplied by the Qty you enter.
Reminder about Trip Conditions
We closely monitor snow, ice and related weather conditions before each trip. Lack of snow or similar, unsatisfactory weather/trail/river conditions may lead to changes to the trip or rescheduling or cancellation.
Please consult the individual trip description or Event Calendar for notice of any such changes. Refer to our full Policies page for more information about reservations and cancellations.

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