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What this place feels like

Enriching
Indulgent
Photogenic
Functional
Iconic
Hidden gem
Intimate
Social

Very enriching with very photogenic, somewhat iconic, somewhat intimate character.

Immerse yourself in a breathtaking sailing adventure from Outer Harbor, California, where the sparkling lake waters meet the vibrant urban skyline of Chicago. Feel the gentle breeze and hear the soft slap of waves as you glide past iconic lakeside architecture under a stunning sky dotted with fluffy clouds. This serene yet invigorating boat trip is the perfect blend of nature’s calm and city energy, ideal for travel enthusiasts yearning for a tranquil escape with panoramic city vistas. Capture unforgettable moments and soak in the radiant late summer afternoon light, inspiring your next urban-nature getaway.

Travel tip

Late spring to early fall for clear skies and warm breezes

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Now (Aug)PeakOther

Most videos filmed Aug during summer. August is busy - one of the most popular times to visit.

Location
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Frequently asked questions

Late spring to early fall for clear skies and warm breezes

2 hours

Light jacket for breeze, Sunglasses, Sunhat, Sunscreen, and Waterproof camera

Couples, Nature Lovers, Photographers, Solo Travelers, and Travel Enthusiasts

The nearest airport is Los Angeles International Airport (LAX), approximately a 30-minute drive from Outer Harbor in Long Beach.

Find comfortable stays ranging from boutique hotels to charming waterfront inns in Long Beach and nearby Los Angeles.

Combine your sailing experience with visits to the Aquarium of the Pacific, Venice Beach boardwalk, or a city cycling tour along the coast.

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Lake Michigan

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One of 420 clips our travelers have filmed in Chicago