Island Style Charters: Happy Hour Cruises

South

When

June 25–Aug. 31, 2025

Every Wednesday, 4 p.m.–6 p.m.

Cost: Starting at $50.00

Where

South Waterfront Park

2001 S River Dr
Portland, OR 97201

The following description was submitted by the event organizer.

Escape to a tropical paradise, without leaving Portland. Island Style Charters’ Palapa Parties are 21+ tiki boat cruises that blend laid-back island vibes with music, drinks, games, and unbeatable views of the city skyline. Join the popular Happy Hour Cruise to celebrate in style.

Whether you’re toasting after work, celebrating a birthday, or just soaking up summer, these floating parties are all about connection, relaxation, and fun. Sip local beer, wine, and cider (plus non-alcoholic options), enjoy golden hour on the river, and maybe even win a prize while learning fun facts about Portland’s bridges and waterfront.

Perfect for:

• Happy hour with friends or coworkers
• Birthday celebrations
• Girls’/guys’ night out
• Visitor entertainment
• Date night or “just because”

Highlights:

• Tropical-themed tiki boat
• Scenic downtown river views
• Fun hosts, light games and music
• Drinks and snacks are available for purchase

Ages: 21+
Cruise Duration: 2 hours
Departs from: Downtown Portland, South Waterfront Park

At Island Style Charters, every day is a party.