Chicago Tiki Bar Cruises & Private Yacht Charters

Chicago Tiki Cruises, River Tours, and Private Charters

Island Party Boat offers a full lineup of Chicago boat experiences designed for tourists, locals, and groups. From 24-foot center-console private charters to an 80-foot tiki-chic yacht, the fleet serves a range of group sizes and event types on the Chicago River and Lake Michigan.

Top Trips & What to Expect

• Upper Deck Enchantment (40 people) — Tiki-chic 80-foot yacht upper deck with covered seating, restroom access, Bluetooth sound, and an Admiral’s Lounge with high-end spirits.
• Enchantment (80–120 people) — Full 80-foot private charter for large groups with two decks, open bar, and skyline views departing near the Chicago Riverwalk.
• Main Deck Enchantment (60 people) — Spacious main deck on the 80-foot yacht; three-hour private charter with tiki-chic styling and scenic riverwalk departures.
• Island Time (50–90 people) — Two-deck, tiki-themed party boat with open bar service and fusion sound system for private celebrations along the river and lakefront.
• Polynesian (up to 6) — 36-foot party boat offering a three-hour private cruise with two decks, restroom, Bluetooth sound, a water slide, and $100 in complimentary beverages.
• Keywester (up to 6) — 24-foot center console private charter departing from Riverwalk Dock with Bluetooth sound system and complimentary beverages.
• Chicago River Tiki Bar Cruise / Chicago Skyline Tiki Cruise — 75–90 minute floating tiki bar experiences featuring skyline views, tropical cocktails, and island vibes.
• Sunday Chicago Skyline / River Mimosa n' Bloody Mary Cruises — Weekend brunch-style tiki bar sails (75–90 minutes) focused on scenic views and beverage service.

Why Choose These Chicago Cruises

Skyline Views & Riverwalk Departures — Many trips depart from the Chicago Riverwalk or lakefront, putting iconic architecture and waterfront scenery front-and-center.

Flexible Group Options — Private charters accommodate small groups (6 passengers) to large celebrations (up to 120 passengers) with multiple deck configurations.

Onboard Amenities — Common amenities across trips include Bluetooth sound systems, restrooms, covered areas, open or full bars, and themed tiki decor. Select yachts feature upscale lounges and premium spirits.

Booking Tips

• Match group size to vessel capacity listed per trip.
• Review each trip summary for included amenities like beverage credits, open bars, or water slide features.
• Choose 75–90 minute public cruises for sightseeing and brunch sails; opt for three-hour private charters for parties and events.

Island Party Boat combines tiki-themed styling with Chicago skyline cruising to deliver themed public cruises and private yacht charters. Use trip descriptions to select the proper vessel, departure, and amenities for a memorable river or lakefront experience.