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Things to do in Key West in November 2025 Experience the Excitement of November in Key West November in Key West brings perfect weather – If you’re wondering what to do in Key West in November, this guide highlights the top events, local tips, and must-do activities for your fall getaway. Warm sunshine, gentle ocean…

Things to do in Key West in October 2025 Looking for the best things to do in Key West in October 2025? This tropical island in the Florida Keys is a vibrant destination known for its lively festivals, world-class boating, and endless sunshine. While much of the U.S. is cooling down with pumpkin spice lattes, Key…

Rainy Day Activities in Key West – Indoor Things to Do When It Rains Don’t let a little rain ruin your Key West vacation! While our island is known for sunshine, there’s still plenty to enjoy when the weather turns. From cozy museums and tropical conservatories to spa days, tiki bar crawls, and even rainy-day-friendly…

Fun Things To Do In Key West In September September in Key West: The Underrated Sweet Spot September is one of the best-kept secrets in Key West. With summer crowds fading and winter season not yet in full swing, this early fall window offers ideal conditions for laid-back adventures and unbeatable travel deals. From snorkeling…

Labor Day Weekend in Key West 2025 – Your Guide to Festivals, Cruises & Sandbar Trips Labor Day Weekend in Key West is the perfect time to experience the island at its liveliest. From sunrise to sunset, the Conch Republic turns into a tropical playground filled with live music, food and drink festivals, waterfront parties, and…

Which Boat Should You Rent in Key West? Deck vs. Pontoon vs. Center Console Choosing the right boat rental in Key West can make or break your day on the water. Whether you’re cruising to a remote sandbar, snorkeling the reef, or hosting a family outing, the type of boat you choose matters. In this guide, we’ll…

Sunday Funday in Key West: Best Boat Rentals, Sandbar Charters & Local Tips Looking for the ultimate Sunday Funday in Key West? There’s no better way to experience island life than on the water – with a boat rental to a remote sandbar or a sandbar charter. Whether you’re visiting for the weekend or a…

Best Things to Do in Key West in August August in Key West: Fewer Crowds, Endless Fun August is the perfect time to experience Key West at a slower, more relaxed pace. With lighter crowds and plenty of sunshine, you can enjoy the island’s best attractions without the wait. Cool off at Dante’s pool, take…

Best Places to Watch the Sunset in Key West Key West is famous for its unforgettable sunsets, with dozens of stunning spots to watch the sky light up in color. From Mallory Square to hidden tiki bars, sunset boat trips, and quiet waterfront parks, no two sunsets in Key West are ever the same –…

Key West’s Mini Lobster Season Guide Contact us ASAP if you need a mini lobster season boat rentals. They book quickly. Key West’s mini lobster season, also known as the sport season, will take place on July 30th and 31st, the last consecutive Wednesday and Thursday of the month. This two-day event allows recreational divers…

Top Things to Do During Womenfest in Key West (2025 Guide) Celebrate Women in Paradise at Key West’s Womenfest 2025 Get ready for five fabulous days of fun, empowerment, and fierce femininity at Womenfest Key West, the island’s iconic celebration designed by women, for women. From September 3-7, 2025, the Conch Republic transforms into a vibrant stage…

7 Best Things to Do in Key West on July 4th: Fireworks, Fun, and Island Vibes Planning to spend Independence Day in Key West? You’re in for a laid-back island celebration filled with sunshine, stunning ocean views, and unforgettable local experiences. Whether you’re traveling with family, cruising in for the day, or just looking to…

Spend a day like a local, on the water! Looking to experience the real Key West? Spend your day on the water – just like the locals do. Cruise to the local sandbars and remote islands with a sandbar charter, tiki bar boat charter, slide boat charter, or custom sandbar charter – perfect for bachelorette…

Best Things To Do in July [2025] July in Key West brings sunshine, warm waters, and island vibes – making it the perfect month to explore the best the island has to offer. From Fourth of July fireworks cruises to sandbar hangouts, reef snorkeling adventures, eco kayaking tours, and heart-pumping jet ski rides, we’ve curated the…

Best Key West Brunch Spots with Bottomless Mimosas Key West is home to some of the most vibrant and indulgent brunch spots in the Florida Keys, perfect for lazy weekend mornings or celebratory Sundays. Whether you’re craving waterfront views, upscale resorts, gourmet small plates, or tropical flair, these local favorites offer delicious fare paired with…

Fun Things To Do In Key West In June [2025] The weather in Key West during June is ideal, providing a lovely break from the busy spring season. The calm, crystal-clear waters make it an excellent opportunity for water activities. Get Out to a Sandbar! Spend your vacation like a local, at the sandbar! Skip…

Key West Pride Week runs from June 22 to June 29, 2025, celebrating diversity and inclusivity with parades, parties, and cultural events throughout the island. This annual event brings together locals and visitors from around the world for an unforgettable week of colorful parades, high-energy parties, cultural showcases, and community gatherings. From the iconic Pride…

July 4th Girls Weekend Boat Rental Planning an unforgettable girls weekend in Key West over the 4th of July? There’s no better way to celebrate than with your own private boat rental or sandbar charter – complete with sun, music, and fun Whether you’re looking to cruise to a secluded sandbar, sip drinks under the sun,…

Memorial Day – Things to Do in Key West [2025] Memorial Day is the unofficial Kick-off to Summer. Come enjoy the sun, sand, water, and fun! Memorial Day is not just about barbecues; it’s a day to honor and remember those who have died in military service to the United States. Key West Cemetery at…

Best Things to do in Key West in May May is a great time to come to Key West – the weather isn’t too hot yet, the winds are down and the water is clear, so boating is amazing. The town is less crowded, so easier to get reservations, book excursions, and enjoy the island…