Chicago

Our Fleet

The Nicest & Newest Fleet in Chicago

Set Sail

Our Sailboat Fleet

SailTime is an exclusive boating club membership that gives you the freedom of regular, flexible time on the water.

Find a Sailboat

Beneteau Oceanis 51.1
Name TBD
2024

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Length – 52′ 4″

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Cabins – 3

The Beneteau Oceanis 51.1 is the perfect combination of exhilaration and comfort, featuring an aerodynamic, innovative hull paired with a spacious and inviting living area.

The cockpit features all-lines-lead-aft, winches accessible from both the helm and cockpit, a fold-down swim platform with shower, and a large twin-leafed table with excellent storage. The plumb bow, full-length hull chine and wide beam creates superior stability and exceptional high-performance sailing. The fractional rig sail plan combined with the angled twin rudders create a well-balanced sailboat in all wind conditions.

The Oceanis 51.1 is perfectly sized for a day of sailing with friends and family yet roomy enough for a memorable weekend trip away. The 38.1 is offered in two and three-cabin models with a long list of standard features and options from functional to high-end luxury. The spacious interior offers two configurations, the “L Galley” and the “Long Galley,” plus a choice of Alpi mahogany or blonde oak wood finishes.

Fee Type: Annually
Lite: $11,000
Classic: $16,000
Premium: $28,500
Beneteau Oceanis 30.1
Et Cetera
2022

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Length – 31′ 3″

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Cabins – 2

The Oceanis 30.1 is easy to sail, yet lively to helm and promises new experiences and thrills. With a stemhead, hard-chine hull, and well-proportioned sides and coach roof, the Oceanis 30.1 looks unashamedly like a small yacht. With her slender bow, optimized weight, and square-top mainsail, she performs well in all points of sail. Within the Interior, a few extra inches won in strategic places, the Oceanis 30.1 differs from other boats, thanks to a headspace of 6.5 ft in all the areas inside where it is comfortable to stand. With the unbeatable living space for its size and a focus on simplicity of use, the smallest model of the cruising range is nevertheless stylish and fast.

Fee Type: Annually
Lite: $5400
Classic: $8200
Beneteau Oceanis 30.1
Jolly Roger -Winthrop Harbor, IL
2022

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Length – 31′ 3″

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Cabins – 2

The Oceanis 30.1 is easy to sail, yet lively to helm and promises new experiences and thrills. With a stemhead, hard-chine hull, and well-proportioned sides and coach roof, the Oceanis 30.1 looks unashamedly like a small yacht. With her slender bow, optimized weight, and square-top mainsail, she performs well in all points of sail. Within the Interior, a few extra inches won in strategic places, the Oceanis 30.1 differs from other boats, thanks to a headspace of 6.5 ft in all the areas inside where it is comfortable to stand. With the unbeatable living space for its size and a focus on simplicity of use, the smallest model of the cruising range is nevertheless stylish and fast.

Fee Type: Annually
Lite: $4,800
Classic: $7,200
Premium: $12,500
Beneateau Antares 9
Zen Days
2021

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Length – 29′ 6″

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Cabins – 2

With an innate sense of detail and comfort, the Antares 9 is an invitation to spend more time at sea. Modern and stylish, she preserves the traditional elegance of an established range. Autonomy, livability, panache – she has everything to make the most of all cruising activities.

With her Airstep® hull and twin 200hp Mercury outboard engines, the Antares 9 cuts gently through the waves, offering a comfortable ride and safe navigation. With U-shaped seats that convert to sunbathing areas, her attractive and spacious cockpit is a great place to relax with friends.

Fee Type: Annually
Classic: $10,250
Dufour 360
Copernicus
2022

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Length – 33′ 10″

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Cabins – 2

At Dufour, design and comfort are not synonymous with large units. Every sailboat deserves the best so the Dufour 360 boasts all the range’s innovations and features. This sets it apart and makes it unique.

A quick and stable hull whatever the speed, a fully equipped steering station and an immense cockpit secured by the rear seats with a complete galley. And the Dufour 360 has much to offer inside. As well as two and three-cabin options, the lounge’s double bench can accommodate up to eight guests at your table.

Fee Type: Annually
Lite: $6,500
Classic: $9,900
Jeanneau Sun Odyssey 349
Red Sky
2019

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Length – 33′ 11″

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Cabins – 2

The Jeanneau Sun Odyssey 349 takes things up couple notches in the compact cruiser range with its sleek hull lines, high performance, and spacious accommodations.

Designed by race-winning naval architects, the Jeanneau 349 delivers features typically found on a much larger sailing yacht. Sailors will be thrilled to find a queen size aft berth, twin helms with dedicated life raft storage, twin rudders for performance, and a head with a separate shower all packed within its 34-foot frame!

The Jeanneau brand focuses on sailing performance. Pairing a three-quarter hull chine with a Selden mast, Raymarine Electronics, and all lines leading safely to the cockpit makes this boat sail like a dream. Both helms have Raymarine electronics to access the autopilot and display wind speed and depth data, while the stainless-steel wheels are elegantly wrapped in black leather.

Fee Type: Annually
Lite: $5,900
Classic: $9,000
Beneteau Oceanis 35.1
La Bella Vita – Winthrop Harbor, IL
2016

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Length – 34′ 3″

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Cabins – 2

Sailing the Beneteau 35.1 is truly exhilarating! Beneteau’s design team, Finot-Conq, perfectly combined the latest hard chine hull design with a wide cockpit creating a fun, sporty, and stable boat.

SailTime members can easily set up the boat and be off the dock in no time. Simple to sail with a roller furling mainsail and jib, twin helms, and a B&G autopilot, members can enjoy sailing this boat without any extra hands on deck! When the wind comes up, the hard chine, twin rudders, and fractional rig sail plan give you a stable platform with little weather helm.

The B&G electronics provide great data including AIS information on the ships nearby, a dynamically updating wind speed display showing true and apparent wind speeds and angles plus an autopilot that tracks to wind plus autotack.

The Beneteau 35.1 is a true enjoyment to sail, a wonderful place to spend time with friends, and an excellent venue to make lifelong memories!

Fee Type: Annually
Lite: $5,300
Classic: $8,200
Beneteau Oceanis 38.1
Pura Vida
2022

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Length – 37′ 9″

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Cabins – 2

The Beneteau Oceanis 38.1 is the perfect combination of exhilaration and comfort, featuring an aerodynamic, innovative hull paired with a spacious and inviting living area.

The cockpit features all-lines-lead-aft, winches accessible from both the helm and cockpit, a fold-down swim platform with shower, and a large twin-leafed table with excellent storage. The plumb bow, full-length hull chine and wide beam creates superior stability and exceptional high-performance sailing. The fractional rig sail plan combined with the angled twin rudders create a well-balanced sailboat in all wind conditions.

The Oceanis 38.1 is perfectly sized for a day of sailing with friends and family yet roomy enough for a memorable weekend trip away. The 38.1 is offered in two and three-cabin models with a long list of standard features and options from functional to high-end luxury. The spacious interior offers two configurations, the “L Galley” and the “Long Galley,” plus a choice of Alpi mahogany or blonde oak wood finishes.

Fee Type: Annually
Lite: $7000
Classic: $10,750
Beneteau Oceanis 38.1
Sun Sailutations
2021

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Length – 37′ 9″

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Cabins – 2

The Beneteau Oceanis 38.1 is the perfect combination of exhilaration and comfort, featuring an aerodynamic, innovative hull paired with a spacious and inviting living area.

The cockpit features all-lines-lead-aft, winches accessible from both the helm and cockpit, a fold-down swim platform with shower, and a large twin-leafed table with excellent storage. The plumb bow, full-length hull chine and wide beam creates superior stability and exceptional high-performance sailing. The fractional rig sail plan combined with the angled twin rudders create a well-balanced sailboat in all wind conditions.

The Oceanis 38.1 is perfectly sized for a day of sailing with friends and family yet roomy enough for a memorable weekend trip away. The 38.1 is offered in two and three-cabin models with a long list of standard features and options from functional to high-end luxury. The spacious interior offers two configurations, the “L Galley” and the “Long Galley,” plus a choice of Alpi mahogany or blonde oak wood finishes.

Fee Type: Annually
Lite: $7,000
Classic: $10,750
Jeanneau Sun Odyssey 419
Our Lady
2019

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Length – 41′ 10″

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Cabins – 3

Integrating all the latest improvements and key innovations of the Sun Odyssey line, this 42′ sailboat is fast and easy to maneuver. The Sun Odyssey 419 is available in two- or three-cabin configurations.

Designed by Philippe Briand, she offers a refined style, with elegant lines and a bright interior.

Fee Type: Annually
Lite: $7,750
Classic: $12,000
Hanse 460
Vint
2023

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Length – 46

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Cabins – 3

Radically innovative, agile and comfortable. This yacht, Hanse’s first by the French yacht designers Berret-Racoupeau, combines maximum innovation and traditional Hanse values, such as fast cruising and easy sailing — all with a consistently modern sporty look. The result is a 46-foot yacht that promises pure adrenaline for skippers and an individual, stylish home at sea for families.

This modern beauty combines maximum innovation and traditional Hanse values, such as fast cruising and easy sailing concept- all with a consistently modern sporty look. The result is a yacht that provides adrenaline for skippers and an individual stylish home at sea for families. Some of the innovations included in this radically redefined yacht are the super hydrodynamic hull shape, tall rig for the maximised sail plan and standard bowsprit with integrated anchor arm.

Fee Type: Annually
Lite: $10,000
Classic: $15,000
Premium: $27,000