Best 2026 Wedding Dates in Florida: Key Largo & Florida Keys Guide

Imagine saying "I do" with a gentle sea breeze in your hair, the turquoise water of the Florida Bay as your backdrop, and a spectacular golden-hour sunset painting the sky. For couples dreaming of a destination wedding that feels both tropical and effortlessly elegant, the Florida Keys offer an unparalleled setting. At Dream Bay Resort in Key Largo, this vision becomes a reality. Our private beachfront venue provides the quintessential Keys experience, combining breathtaking waterfront views with the convenience of on-site lodging for you and your loved ones. We believe your wedding day should be as unique as your love story, which is why we offer flexible packages and welcome you to celebrate on a Friday, Saturday, or Sunday in 2026.

Finding the perfect venue is only the first step; choosing the perfect date is just as crucial. A Key Largo wedding at Dream Bay Resort means exclusive access to our stunning property, where your ceremony can take place on a pristine white-sand beach and your reception can unfold under the stars. With our trusted network of local vendors and dedicated support, planning your celebration is a seamless, stress-free process. To help you begin this exciting journey, we’ve created a comprehensive guide to the best wedding dates in 2026, from long holiday weekends to romantically unique date patterns.

Before we get to our topic on Best 2026 Wedding Dates in Florida, we hope to share a little information about what makes Dream Bay Resort the perfect beach front resort for diving enthusiast. Stunning sunsets, sandy beaches, tiki huts, and swaying palms come together to create a serene, peaceful experience. If you’re searching for the ideal Key Largo resort experience and Dream Bay seems like the perfect fit, we’d be delighted to assist you. Feel free to contact us to arrange a virtual or in-person tour. Explore our resort accommodations and cabins, wedding packages, cozy cottages, and availability calendar for all the details you need to begin planning your adventure. We look forward to welcoming you.

Your 2026 Florida Keys Wedding Date Calendar

Choosing a date is one of the most significant decisions in your wedding planning. This guide will help you navigate the 2026 calendar to find a day that perfectly suits your style, budget, and guest experience.

Every Weekend Date in 2026

Weekend dates are perennial favorites, offering convenience for traveling guests. Here is a complete list of every Friday, Saturday, and Sunday in 2026.

Saturdays in 2026

January: 3, 10, 17, 24, 31
February: 7, 14, 21, 28
March: 7, 14, 21, 28
April: 4, 11, 18, 25
May: 2, 9, 16, 23, 30
June: 6, 13, 20, 27
July: 4, 11, 18, 25
August: 1, 8, 15, 22, 29
September: 5, 12, 19, 26
October: 3, 10, 17, 24, 31
November: 7, 14, 21, 28
December: 5, 12, 19, 26

Fridays & Sundays in 2026

January: 2, 4, 9, 11, 16, 18, 23, 25, 30
February: 1, 6, 8, 13, 15, 20, 22, 27
March: 1, 6, 8, 13, 15, 20, 22, 27, 29
April: 3, 5, 10, 12, 17, 19, 24, 26
May: 1, 3, 8, 10, 15, 17, 22, 24, 29, 31
June: 5, 7, 12, 14, 19, 21, 26, 28
July: 3, 5, 10, 12, 17, 19, 24, 26, 31
August: 2, 7, 9, 14, 16, 21, 23, 28, 30
September: 4, 6, 11, 13, 18, 20, 25, 27
October: 2, 4, 9, 11, 16, 18, 23, 25, 30
November: 1, 6, 8, 13, 15, 20, 22, 27, 29
December: 4, 6, 11, 13, 18, 20, 25, 27

Full Moon Wedding Dates

A full moon adds a touch of magic and romance to an evening reception over the water.

Saturday, January 31
Monday, March 2
Tuesday, March 31
Thursday, April 30
Saturday, May 30
Sunday, June 28
Tuesday, July 28
Thursday, August 27
Friday, September 25
Sunday, October 25
Tuesday, November 24
Wednesday, December 23

Holiday & Long Weekend Opportunities

Take advantage of built-in vacation time for your guests with a holiday weekend wedding.

New Year's Weekend: Friday, Jan 2 - Sunday, Jan 4
Martin Luther King Jr. Weekend: Friday, Jan 16 - Sunday, Jan 18
Presidents' Day Weekend: Friday, Feb 13 - Sunday, Feb 15
Memorial Day Weekend: Friday, May 22 - Sunday, May 24
Independence Day Weekend: Friday, Jul 3 - Sunday, Jul 5
Labor Day Weekend: Friday, Sep 4 - Sunday, Sep 6
Columbus/Indigenous Peoples' Day Weekend: Friday, Oct 9 - Sunday, Oct 11
Veterans Day: Saturday, Nov 7 (weekend before) or Friday, Nov 13 (weekend after)
Thanksgiving Weekend: Friday, Nov 27 - Sunday, Nov 29
Christmas Weekend: Friday, Dec 25 - Sunday, Dec 27
New Year's Eve 2027: The following weekend (Friday, Jan 1, 2027) creates a great opportunity.

Best 2026 Wedding Dates in Florida, Margeaux Boles Photography

Unique & Memorable Dates

For a date that’s easy to remember and fun to celebrate, consider these interesting numerical patterns.

Friday, 2/6/26: A neat, sequential feel.
Friday, 6/26/26: A memorable repetition.
Saturday, 8/8/26: A lucky number for many cultures.
Sunday, 12/6/26: Has a nice ring to it.
Saturday, 12/26/26: Perfect for a post-Christmas celebration.

15 Things to Know About Choosing a Wedding Date in Key Largo

Selecting your date involves more than just looking at a calendar. Here are 15 key factors to consider for a Florida Keys wedding.

Ideal Weather: The best months are typically March, April, May, November, and early December for mild temperatures and lower humidity.
Hurricane Season: Officially runs from June 1st to November 30th. While storms are not a daily threat, it’s a crucial consideration. Peak season is August through October.
Sunset Times: Dream Bay Resort is famous for its sunsets. In winter, the sun sets earlier (around 5:30 PM), while summer sunsets can be as late as 8:15 PM. Plan your ceremony time accordingly.
Tide Considerations: For a beach ceremony, check the tide charts. A high tide means less sandy space, while a low tide can expose more of the sea floor.
Guest Travel & Logistics: The Keys are a single-road destination. Consider traffic, especially on holiday weekends, and encourage guests to book flights into Miami (MIA) or Fort Lauderdale (FLL) well in advance.
Hotel Minimums: Many Keys hotels have two- or three-night minimum stays, especially during peak season or holiday weekends.
Fishing Tournaments & Boating Events: Major local events can fill up accommodations and restaurants. Check the local calendar to avoid conflicts.
Sargassum Season: This floating seaweed can sometimes wash ashore, primarily in late spring and summer. Bayside venues like Dream Bay are generally less affected than those on the Atlantic side.
The Heat Index: From June to September, the "feels like" temperature can be intense. Consider an evening ceremony or provide fans and shaded areas for guest comfort.
Vendor Availability: Prime dates (especially Saturdays in spring and fall) book up 12-18 months in advance. Be flexible or book early to secure your top-choice vendors.
Pricing Seasonality: "Peak season" (winter/spring) dates may have higher venue and accommodation rates than "off-season" (summer) dates. Fridays and Sundays often offer better value than Saturdays.
Noise Ordinances: Most outdoor venues in the Keys have a noise curfew, typically around 10:00 or 11:00 PM. Plan your timeline to ensure your music ends on time.
Backup Plans: Even on a sunny day, a brief tropical shower can pop up. Ensure your venue has a solid rain plan, like a tent or indoor space.
Transportation: While ride-sharing services exist, they can be limited. Consider arranging shuttle buses for guests to ensure safe and timely travel between hotels and the venue.
Local Festivals: Fun events like seafood festivals or art shows can add to your guests' experience but can also increase traffic and reduce accommodation availability.

5 Reasons Couples Book Dream Bay Resort

Couples from all over the world choose Dream Bay for its unique blend of tropical beauty and private luxury. Here are five reasons why our venue stands out.

A Truly Private Waterfront Setting: Unlike hotels or public beaches, our entire property is exclusively yours for your celebration, ensuring an intimate and personal experience.
Guaranteed Golden-Hour Sunsets: Our prime location on the Florida Bay provides a front-row seat to the world-famous Key Largo sunsets, creating a magical atmosphere and stunning wedding photos.
Convenient On-Site Lodging: With charming beachfront cottages available, your closest family and friends can stay right on the property, turning your wedding day into a relaxed, multi-day celebration.
Flexible Ceremony & Reception Locations: From a toes-in-the-sand ceremony to a reception on the lush lawn or under a grand tent, you have the creative freedom to design a day that reflects your vision.
Stress-Free Planning Support: We connect you with a network of the Keys' most trusted and talented vendors—from planners to florists—who know our venue inside and out, making your planning process smooth and enjoyable.

Your wedding day should be one of the most memorable of your life, and the first step is finding a venue that feels like home. Dream Bay Resort is more than just a location; it's an experience. We invite you to see for yourself why so many couples begin their forever story with us. Scheduling a tour, whether in-person or virtually, is the best way to feel the magic of our private bayfront oasis and envision your celebration here.

Let’s start planning your unforgettable 2026 wedding. Our popular Friday, Saturday, and Sunday dates are booking quickly, so we encourage you to connect with us soon. Reach out today to check availability, share your vision, and take the first step toward a breathtaking Key Largo wedding at Dream Bay Resort.

Book your stay at Dream Bay Resort today! The tropical views (and your adventure of a lifetime) are waiting. Looking for inspiration or advice? Explore Dream Bay Resort as your ultimate proposal and wedding venue, and start planning this incredible chapter of your story. Contact Dream Bay Resort for more information. Featuring breathtaking sunsets, private accommodations, and personalized touches, we are here to help make your destination wedding truly unique.

From proposing at the water’s edge to enjoying the beauty of Key Largo, your wedding will be one to remember when you choose our Florida Keys Resort wedding venue. We invite you and your fiancé to visit Dream Bay Resort for a wedding venue tour or call us to inquire about pricing and availability.

Whether you’re planning a grand wedding, intimate ceremony, micro wedding, elopement, weekday celebration, or a full resort buyout for the ultimate private experience, we are here to accommodate your vision. For additional wedding inspiration, follow us on Facebook and Instagram. We look forward to helping you plan the wedding of your dreams. Fill out our contact form to learn more. Here’s to a beautiful celebration and a lifetime of love and happiness! 🌴💍