Island Fish Company
One of the strongest nearby picks for guests who want a relaxed waterfront dinner and live music atmosphere.
Section 01
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Live Music Near Seascape
A directory-style section for guests who want dinner, drinks, and music within a short drive of the resort.
Start with the strongest nearby live music picks.
This section is built to help guests scan quickly. The closest and most useful music venues come first, with an easy path to broader local events below.
Within a short drive
Dinner + drinks + music
Good for couples and groups
Best use of this section
- Guests can scan venue names fast.
- Nearby options appear first.
- The page feels more curated than a plain directory.
- Anchors make the page easier to navigate on mobile.
Sunset Grille & Raw Bar
A well-known Marathon option with a scenic setting and a more upbeat dinner-and-drinks feel.
Porky's Bayside BBQ
Easygoing waterfront stop for guests who want a casual music night without overcomplicating the plan.
Dockside Tropical Café
Good choice for guests looking for a stronger nightlife feel later in the evening.
Sparky's Landing
A useful local listing for guests who want a scenic stop with a more laid-back marina setting.
Lorelei
A classic choice for guests ready to take a scenic drive north for a stronger destination music atmosphere.
Brass Monkey
A lively local bar with regular live music nights and a crowd that keeps the energy going later in the evening.
Hurricane Bar & Grill
A casual Keys spot with live entertainment, cold drinks, and a relaxed atmosphere good for any night of the week.
Dockside
Waterfront venue with regular live music, a solid drink menu, and an easy-going Keys vibe guests come back to.
Section 02
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Annual Festivals & Events
The Florida Keys run on traditions. These events return every year — from a nightly sunset ritual in Key West to Marathon's biggest festivals, lobster season, and holiday boat parades. Plan your dates around them.
Year-Round
Nightly at Sunset
Nightly at Sunset
Sunset Celebration — Mallory Square, Key West
A nightly street festival at the Gulf edge of Key West, every single night of the year. Performers, artisans, food carts, and crowds gather roughly two hours before sunset. Free to attend. Sword swallowers, high-wire acts, jugglers, and local artists make every evening different. About 50 miles from Seascape.
January
2nd Weekend
2nd Weekend
Florida Keys Celtic Festival
A two-day celebration of Celtic heritage at Marathon Community Park (MM 49 Oceanside). Highland Games, Irish dance, pipe & drum bands, Celtic and Keys food, craft beer, and vendors. Headline acts rotate each year — past performers have included Scottish band Albannach and Irish sisters The Screaming Orphans. Benefits the Pigeon Key Foundation.
Late January
Annual (2 Days)
Annual (2 Days)
Pigeon Key Art Festival
A two-day juried outdoor art show held at Marathon Community Park, raising funds for the Pigeon Key Foundation — the nonprofit that stewards the historic five-acre island beneath the Old Seven Mile Bridge. More than two dozen years running. One of the most beloved cultural traditions in the Keys.
March
2nd Weekend
2nd Weekend
Original Marathon Seafood Festival
The second-largest festival in the Florida Keys, drawing 15,000+ visitors to Marathon Community Park for two days of fresh local lobster, stone crab, shrimp, fish tacos, and Keys-style sides. Live music across reggae, trop rock, blues, and rock runs both days. Saturday 10 AM–9 PM, Sunday 11 AM–5 PM. $5 admission, kids under 12 free.
April
2nd Saturday · 6:45 AM
2nd Saturday · 6:45 AM
Seven Mile Bridge Run
One of the most scenic road races in the country. 1,500 runners cross the historic old Seven Mile Bridge in a 7-mile point-to-point race with open Atlantic and Gulf views on both sides. Races start at 6:45 AM. Registration opens in January and fills within hours — Monroe County residents get early access. Free spectator viewing from both bridge ends.
May 1
Season Opening
Season Opening
Grouper Season Opens
Grouper season opens May 1 in Atlantic and Keys waters and runs through December 31. The opening is a meaningful date in the Marathon fishing calendar — a good time to book a charter out of Seascape's marina. Red, gag, black, and scamp grouper are all in play depending on depth and method.
May
Mother's Day Weekend
Mother's Day Weekend
Mother's Day Dolphin (Mahi) Tournament
An annual fish-for-a-cause mahi tournament in Marathon benefiting Habitat for Humanity of the Middle Keys. One day of offshore fishing, cash prizes for heaviest dolphin fish, pro, weekend warrior, ladies, and junior angler categories. Captain's meeting Friday, fishing Saturday, awards banquet Saturday night.
July 4
Annual
Annual
Fourth of July Fireworks — Sombrero Beach
Marathon's largest annual celebration. A patriotic parade marches from Marathon High School down Sombrero Beach Road at 11 AM, followed by an all-day beach party with food and live entertainment. Fireworks launch from Sombrero Beach at approximately 9 PM — one of the Keys' longest displays, produced by the City of Marathon and the Rotary Club. Watch from the sand or by boat.
Late July
2-Day Sport Season
2-Day Sport Season
Lobster Mini Season
The most anticipated two days in Keys diving. Recreational divers get a head start before commercial season opens — typically the last Wednesday and Thursday of July. Monroe County bag limit is 6 per person per day. Thousands of divers flood Keys waters. A valid FL saltwater fishing license and spiny lobster permit are required. Regular season opens August 6 and runs through March 31.
October
10 Days
10 Days
Fantasy Fest — Key West
Key West's most famous annual event — 10 days of costumed parades, themed street parties, the Zombie Bike Ride, masquerade balls, and nonstop spectacle. Running since 1979. The grand Fantasy Fest Parade closes the festival. About 50 miles from Seascape. Book rooms months in advance — Keys accommodations fill quickly during this period.
December
2nd Weekend
2nd Weekend
Marathon Area Holiday Boat Parades
Three consecutive nights of lighted boat parades light up the waterways around Marathon each December — Boot Key Harbor, Key Colony Beach, and Duck Key each host their own parade. Boats of all sizes decorated with holiday lights wind through canals and harbors while spectators watch from shorelines, docks, and waterfront restaurants.
December 31
Annual
Annual
New Year's Eve Fireworks — Sombrero Beach
Ring in the new year Keys-style on the sand at Sombrero Beach. Families and groups gather for a relaxed oceanside countdown with fireworks launched over the water — one of the most low-key and scenic ways to end the year anywhere in the Florida Keys.
Section 03
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All Visitor Events
A quick all-in-one view for guests who want to browse everything in one place after exploring the curated sections above.
Year-Round · Nightly
Sunset Celebration — Mallory Square, Key West
Free nightly street festival at the Gulf edge of Key West.
January · 2nd Weekend
Florida Keys Celtic Festival
Annual Celtic heritage festival at Marathon Community Park.
Late January · Annual
Pigeon Key Art Festival
Juried outdoor art show benefiting the Pigeon Key Foundation.
March · 2nd Weekend
Original Marathon Seafood Festival
15,000+ attendees, fresh Keys seafood, live music — two days at Community Park.
April · 2nd Saturday
Seven Mile Bridge Run
1,500 runners cross the historic bridge — one of the most scenic races in the country.
May 1
Grouper Season Opens
Keys-style seasonal fishing culture event.
May · Mother's Day Weekend
Mother's Day Dolphin (Mahi) Tournament
Annual mahi tournament in Marathon benefiting Habitat for Humanity.
May 2
AHEC Raffle Fundraiser
Community event with daytime flexibility.
May 2
Keys Together Spring Festival
Broader family-friendly local festival.
May 2
Glo Pickleball Party
Late-night social activity with a different feel.
July 4 · Annual
Fourth of July Fireworks — Sombrero Beach
Parade at 11 AM, beach party all day, fireworks at ~9 PM.
Late July · 2 Days
Lobster Mini Season
Two-day recreational lobster season before commercial opening — 6/day in Monroe County.
October · 10 Days
Fantasy Fest — Key West
Key West's most famous annual event. Costumes, parades, and spectacle since 1979.
December · 2nd Weekend
Marathon Area Holiday Boat Parades
Lighted boat parades through Boot Key Harbor, Key Colony Beach, and Duck Key.
December 31 · Annual
New Year's Eve Fireworks — Sombrero Beach
Oceanside countdown and fireworks on the sand at Sombrero Beach.
Plan your stay around what Marathon is doing now.
Stay close to live music, fishing culture, sunset outings, and the kinds of local experiences that make a Keys trip feel fuller and more memorable.
Frequently asked questions
What does the local events page cover?
It covers event-related travel context for visitors staying in Marathon and the Florida Keys.
Can events influence when I should book my stay?
Yes. Popular event periods can affect availability, so planning your dates early is helpful.
Does this page connect events with Seascape stays?
Yes. It is designed to help Seascape guests align travel dates with activities happening nearby.