# Events & Things To Do In Islamorada This Weekend | May 1-3, 2026| AllEvents

- **Subtitle**: Islamorada is a city full of experiences, activities and events. Explore some of the best things to do in Islamorada this weekend and make your Friday, Saturday and Sunday full of fun and excitement.
- **Category**: Weekend
- **Display Name**: Events this weekend
- **Type**: time_filter

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## About

Weekends become special if you know how to make the most out of it. There are a lot of fun things to do and events in [CITY] this weekend for you to explore.

Make your weekends memorable. Check out all upcoming weekend events in [CITY].

## Weekend Events in Islamorada

- **Event Name**: Trash Derby Festival
  - **Description**: Join us at the 4th annual I.CARE Trash Derby Festival! 

This family-friendly festival is FREE and open to the PUBLIC! 
Experience a variety of eco-friendly vendors, food trucks, craft beer, activities, live music, and prizes. Admission is free and open t
  - **Interested Audience**:
    - Count: 288
  - **Date**: Sun May 03 2026 at 12:00 pm – Sun May 03 2026 at 06:00 pm (-04:00)
  - **Event URL**: https://allevents.in/islamorada/trash-derby-festival/200029594824329
  - **Venue**: Founder's Park
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czgvYmFubmVycy82NjhkYzM1OGFiNDhmMjEyMDczYjQzNDJiMDRjNTg1NjkyMWE2ZDQ2OTViYjI4ZWY2NTVlZjUwYjYyOTM3YjRjLXJpbWctdzEwMjQtaDY4My1kYzc0NjQ0My1nbWlyP3Y9MTc3NzEyNDg0MQ.avif
  - **Categories**: festivals, music, live-music, food-drinks, entertainment
- **Event Name**: Kentucky Derby Party
  - **Description**: 🌹🐎 You’re Invited to the Kentucky Derby Party of the Year! 🐎🌹

Join us at the Florida Keys History & Discovery Center for an unforgettable Derby celebration!

✨ Watch the 152nd Kentucky Derby LIVE 
🥂 Sip on Mint Juleps & enjoy Derby-inspired hors
  - **Interested Audience**:
    - Count: 32
  - **Date**: Sat May 02 2026 at 04:30 pm – Sat May 02 2026 at 07:30 pm (-04:00)
  - **Event URL**: https://allevents.in/islamorada/kentucky-derby-party/200029897090804
  - **Venue**: 82100 Overseas Highway at the Islander Resort, Islamorada, FL, US
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czMvYmFubmVycy82MWVmYTIzYjk2OTRjNmJkYmI3ZjQ1NDQ3ZmE2ZmEzMGI1NjA4MjUyMzhmNDEwN2U4Njg3M2JmMzg2N2RiY2QyLXJpbWctdzEyMDAtaDE2MjMtZGNmZmZmZmYtZ21pcj92PTE3NzcxMjY1NzY.avif
  - **Categories**: kentucky-derby, parties, entertainment, contests
- **Event Name**: Surfrider x ICARE Trash Derby Paddle Cleanup
  - **Description**: Join us for our Upper Keys Paddle Cleanup for the I.CARE Trash Derby!

📅 Saturday, May 2rd
📍 Paddle the Florida Keys, 90773 Old Hwy #1, Tavernier, FL 33070
🕛 9-12AM
Waiver: https://x.gldn.io/e/aOQuBhT0y1b
** Water and light snacks provided, as well as cle
  - **Interested Audience**:
    - Count: 40
  - **Date**: Sat May 02 2026 at 09:00 am (-04:00)
  - **Event URL**: https://allevents.in/islamorada/surfrider-x-icare-trash-derby-paddle-cleanup/200029896202144
  - **Venue**: Paddle the Florida Keys
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  - **Categories**: trips-adventures

## Trending Events in Islamorada

- **Event Name**: Trash Derby Festival
  - **Description**: Join us at the 4th annual I.CARE Trash Derby Festival! 

This family-friendly festival is FREE and open to the PUBLIC! 
Experience a variety of eco-friendly vendors, food trucks, craft beer, activities, live music, and prizes. Admission is free and open t
  - **Venue**: Founder's Park
  - **Banner**: https://cdn-az.allevents.in/events8/banners/668dc358ab48f212073b4342b04c5856921a6d4695bb28ef655ef50b62937b4c-rimg-w1024-h683-dc746443-gmir?v=1777124841
- **Event Name**: Island Knights 3rd Annual Motorcycle & Car Show
  - **Description**: Get ready for the 3rd annual Island Knights Motorcycle and Car Show May 9 at Founder’s Park in Islamorada, Florida. Registration is ON SITE the day of the event only. We hope to see you all there!
  - **Venue**: Founders Park Islamorada Fl
  - **Banner**: https://cdn-az.allevents.in/events8/banners/ad56a4183d75ba2ba53a0a68133fc63efa1c0e742433d0c7fee27ccc988126e9-rimg-w1200-h800-dcbe955d-gmir?v=1776745690
- **Event Name**: Summer Slam and Poker Run to 3 Waters Resort Islamorada
  - **Description**: Wednesday- Depart Hillsboro Inlet 7:30am. Check-In at 3 Waters Resort around 1:30pm and head to pool for relaxation.  This is the Poker Run to 3 Waters Resort with 5 stops (Gilberts, Jimmy Johnson's Big Chill,  for your 5 cards. Once we all get to the res
  - **Venue**: 84001 Overseas Hwy, Islamorada, FL 33036-3408, United States
  - **Banner**: https://cdn-az.allevents.in/events10/banners/a12ecf5b1e23bf9c9062599fae7dfb622f9499815cc1693cdae5c316fb65ba18-rimg-w1200-h800-dc4a715e-gmir?v=1777099819
- **Event Name**: The Bacon King Experience at the Florida Keys Brewing Company
  - **Description**: 🔥 THE BACON KING EXPERIENCE – LIVE AT THE FLORIDA KEYS BREWING COMPANY🔥

Looking for the perfect Father’s Day gift? Give Dad something unforgettable this year…

🥓 The Bacon King Experience is coming to the Florida Keys Brewing Company in Islamorada on Sun
  - **Venue**: Florida Keys Brewing Co
  - **Banner**: https://cdn-az.allevents.in/events6/banners/e0a5a7943c4f3147b1de091cb3333ebe730310d314dd4ae62f36bce4f9c8ca62-rimg-w1200-h800-dc1b1815-gmir?v=1777255465
- **Event Name**: 14th Annual Baygrass Bluegrass Festival
  - **Description**: Mark your calendars! Join us for the 14th Annual Baygrass Bluegrass Festival January 15-17, 2027.
  - **Venue**: Florida Keys Brewing Co
  - **Banner**: https://cdn-az.allevents.in/events2/banners/31728924767a84d463174958456ae17916f115ceb74e9f176435363ec252b699-rimg-w1200-h900-dc070602-gmir?v=1777202380
- **Event Name**: Mother’s Day Brunch at Kindler Restaurant
  - **Description**: Celebrate Mother’s Day with island flair at Kindler, the signature waterfront restaurant at Three Waters Resort & Marina. On Sunday, May 10, treat Mom to a lavish brunch buffet featuring the freshest local fare. Guests can toast
  - **Venue**: Kindler Restaurant
  - **Banner**: https://cdn2.allevents.in/thumbs/thumb69ebc74cbb8c8.jpg
- **Event Name**: SOUTH DADE 1980s MULTI CLASS REUNION
  - **Description**: SOUTH DADE 1980s’ MULTI CLASS REUNION
Saturday, July 11, 2026 (NEXT YEAR)

@ Islander Resort from 7pm-11pm
82100 Overseas Highway Islamorada, FL


FRIDAY, 7/10/2026 - MEET & GREET (Cash Bar/Food):
Join us on the evening of Friday, July 11, 2026 from 6
  - **Venue**: Islander Resort
  - **Banner**: https://cdn-az.allevents.in/events2/banners/1b4067846766e8a06f01444d09211827a0fd3ebce4d078599d02c80887d5e18f-rimg-w1200-h467-dc44342d-gmir?v=1777151509
- **Event Name**: The ShinDig Band Returns to Lorelei!
  - **Description**: The BAND returns to theee Sunset Spot with all your favorite tunes in the heart of the keys! Take a mini one-day vacay with us!
  - **Venue**: Lorelei Restaurant & Cabana Bar
  - **Banner**: https://cdn-az.allevents.in/events8/banners/d347f12f7e9f20ec3208748673c77fba413726cec6903ec2b822c57505e66d51-rimg-w1200-h900-dc2f2e2e-gmir?v=1775728876
- **Event Name**: Kentucky Derby Party
  - **Description**: 🌹🐎 You’re Invited to the Kentucky Derby Party of the Year! 🐎🌹

Join us at the Florida Keys History & Discovery Center for an unforgettable Derby celebration!

✨ Watch the 152nd Kentucky Derby LIVE 
🥂 Sip on Mint Juleps & enjoy Derby-inspired hors
  - **Venue**: 82100 Overseas Highway at the Islander Resort, Islamorada, FL, US
  - **Banner**: https://cdn-az.allevents.in/events3/banners/61efa23b9694c6bdbb7f45447fa6fa30b560825238f4107e86873bf3867dbcd2-rimg-w1200-h1623-dcffffff-gmir?v=1777126576

## Browse Weekend Events by Date

- [Weekend Events Today in Islamorada](https://allevents.in/islamorada/this-weekend--today)
- [Weekend Events This Weekend in Islamorada](https://allevents.in/islamorada/this-weekend--this-weekend)
- [Weekend Events in April in Islamorada](https://allevents.in/islamorada/this-weekend--april)
- [Weekend Events in May in Islamorada](https://allevents.in/islamorada/this-weekend--may)

## FAQs

- **Q**: What are the top Weekend events in Islamorada?
  - **A:** Trash Derby Festival (Sun May 03 2026 at 12:00 pm at Founder's Park), Kentucky Derby Party (Sat May 02 2026 at 04:30 pm at 82100 Overseas Highway at the Islander Resort, Islamorada, FL, US), Surfrider x ICARE Trash Derby Paddle Cleanup (Sat May 02 2026 at 09:00 am at Paddle the Florida Keys).
- **Q**: What Weekend events are happening in Islamorada this weekend May 1–3, 2026?
  - **A:** Trash Derby Festival (Sun May 03 2026 at 12:00 pm at Founder's Park), Kentucky Derby Party (Sat May 02 2026 at 04:30 pm at 82100 Overseas Highway at the Islander Resort, Islamorada, FL, US), Surfrider x ICARE Trash Derby Paddle Cleanup (Sat May 02 2026 at 09:00 am at Paddle the Florida Keys).
- **Q**: How can I find Weekend events in Islamorada?
  - **A:** You can discover upcoming Weekend events in Islamorada on AllEvents.in. Browse by date, venue, or price to find events that match your interests.
- **Q**: How do I buy tickets for Weekend events in Islamorada?
  - **A:** You can buy tickets directly through AllEvents.in. Many events offer online booking with options for free, paid, and early-bird tickets.
- **Q**: What are the popular venues for Weekend events in Islamorada?
  - **A:** Some popular venues hosting Weekend events in Islamorada include Founder's Park, 82100 Overseas Highway at the Islander Resort, Islamorada, FL, US, Paddle the Florida Keys.
- **Q**: Who are the top organizers for Weekend events in Islamorada?
  - **A:** Popular organizers hosting Weekend events in Islamorada include I.CARE, Florida Keys History & Discovery Center, Surfrider Foundation Florida Keys Chapter.
- **Q**: Are there any online Weekend events available?
  - **A:** Yes, many Weekend events are available online. You can filter for virtual events on AllEvents.in to attend from anywhere.
- **Q**: How can I get notified about new Weekend events in Islamorada?
  - **A:** Follow the Weekend category on AllEvents.in to get notified when new Weekend events are listed in Islamorada.

## Category Banner

- **Banner Image**: https://cdn2.allevents.in/transup/01/bac113436441a783feaca7074943a8/this-weekend.webp

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