top of page
Sunset to Stage: Wheeland Brothers Dockside Party

Sunset to Stage: Wheeland Brothers Dockside Party

Date:

Time:

Location:

Cost:

Saturday, September 5, 2026

8 PM - 9:30 PM

The Dock @ Sunset Pier

$95.00

RSVP on Facebook

Description

You're invited to take in the Wheeland Brothers from one of the most unique vantage points in Key West—aboard the Argo Navis, docked at Sunset Pier.


A limited number of guests will experience the show from the bow of this 75-foot luxury catamaran, with relaxed seating, private onboard restrooms, light snacks, and an unlimited open bar served by attentive crew. It’s a comfortable, elevated way to enjoy the music—right on the water, just steps from the stage. No crowds, no one standing in front of you, no lines, no waiting for drinks.


You can choose your experience. Join us dockside for the full concert atmosphere at Sunset Pier, or upgrade to the Sunset Sail + Dockside Party combo and arrive by water just before the music begins.


The sunset sail returns to the dock at 7:50 PM, just in time for additional dockside guests to board the Argo Navis before the 8:00 PM Wheeland Brothers start time—bringing everyone together as the show gets underway. During the opening act, the vessel will be sailing, offering guests on the combo experience a different perspective before returning dockside.


The Wheeland Brothers bring their signature blend of surf, reggae, and country-inspired sound—music built for ocean air, golden hour, and easygoing nights with friends. Whether you’re watching from the pier or from the water, this is the kind of Key West evening people come back for.


Need to Know

— Dockside party ticket required for entry
— Optional Sunset Sail + Dockside combo available
— Boarding for Argo Navis dockside guests begins upon sail return (~7:50 PM)
— Concert begins at 8:00 PM and runs approximately 90 minutes
— Unlimited open bar and light snacks included for Argo Navis guests
— Vessel will be sailing during the opening act for combo guests
— Weather dependent; event will proceed as conditions allow

Similar Events

Commotion on the Ocean Sunset Sail
Commotion on the Ocean Sunset Sail

The Dock @ Sunset Pier

Thursday, September 3, 2026

$79.95

Kick off the weekend with a sunset sail on a Fury catamaran. Enjoy live music, light appetizers, and complimentary drinks while connecting with fellow friends.

Cruisin' Tiki Sunset & Music Cruise
Cruisin' Tiki Sunset & Music Cruise

The Dock @ Sunset Pier

Saturday, September 5, 2026

$110.00

Enjoy a 2.5-hour BYOB sunset tiki boat cruise in Key West departing at 6:15 PM, featuring harbor views and live music for up to 6 guests.

Island Tiki Sunset & Music Cruise
Island Tiki Sunset & Music Cruise

The Dock @ Sunset Pier

Monday, September 7, 2026

$110.00

Watch Cayman & the Mango Men from a private floating tiki hut. This 2.5-hour BYOB sunset cruise departs at 5:45 PM for a unique concert view on the water.

A Sailor's Sun Sunset Sail on Argo Navis
A Sailor's Sun Sunset Sail on Argo Navis

The Dock @ Sunset Pier

Saturday, September 5, 2026

$111.00

Enjoy an all-inclusive luxury catamaran sunset sail with drinks and appetizers, returning to Sunset Pier for a dockside concert by the Wheeland Brothers.

Wind and Wine Music Sail with Caleb
Wind and Wine Music Sail with Caleb

The Dock @ Sunset Pier

Saturday, September 5, 2026

$109.00

Enjoy a refined sunset sail on a historic schooner with fine wines, hors d'oeuvres, and a live performance by Caleb Hogan highlighting Jimmy's early Key West years.

Latitude Adjustment Sunset Sail
Latitude Adjustment Sunset Sail

The Dock @ Sunset Pier

Monday, September 7, 2026

$111.00

Join Jill and Sean for a sunset sail on the Argo Navis catamaran. Enjoy appetizers and unlimited drinks on this relaxed, all-inclusive Key West tradition.

Website copyright 2026 | Terms & Conditions | Privacy Policy

“All events not affiliated with or endorsed by Jimmy Buffett’s Estate or Margaritaville Enterprises.”

bottom of page