Chicago Honeymoon Packages

Discover romantic honeymoon packages in Chicago including private photoshoots, sailboat charters, and iconic city tours. Perfect for your special getaway.

No tours match these filters.

Iconic Photoshoot in Chicago

Capture your Chicago adventure with a professional photoshoot at the city’s most famous landmarks. Perfect for solo travelers, couples, or friends — no posing e

From $250.00 USD

Navy Pier Chicago: Private Sailboat Charter with Captain

On A Boat Sailing offers an all-inclusive, private VIP sailing experience departing from the brand-new Navy Pier Marina in Downtown Chicago. If you appreciate a

★ 5.0 (1)

From $1,399.00 USD

Private Vacation Photoshoot with Photographer in Chicago

⭐ Top-Rated Vacation Photoshoots 2025 We’re not just photographers, we’re storytellers capturing your holiday exactly as it feels. With over six years of exper

★ 3.7 (3)

From $151.68 USD