Discover best locations, activities and hotels in Key West. Enjoy convenient group booking for a fun and memorable holiday!
The easiest way to plan your Key West group travel
Explore Activities
Browse and find the most popular spots to go, things to do, and places to stay.
Get Smart Proposals
Osito finds and compares the best venues for your group travel, saving you hours of back and forth for free, no markups.
Save & earn rewards!
Osito negotiates the best rates and books directly with venues. Plus you earn rewards!
Key West is calling!
Here are the favourite destinations for groups
Popular Destinations
Mallory Square Sunset Celebration
Dry Tortugas National Park
Duval Street
Key West Butterfly and Nature Conservatory
Key West Historic Seaport
Fort Zachary Taylor State Park
Mallory Square Sunset Celebration
Experience the magic of the Mallory Square Sunset Celebration with your group, as you witness the stunning sunset over the Gulf of Mexico. Enjoy live music, street performers, and local artisans while sipping on refreshing cocktails. This vibrant and lively atmosphere is perfect for creating unforgettable memories with your friends and family.
Dry Tortugas National Park
Embark on a day trip to the pristine Dry Tortugas National Park with your group and explore its crystal-clear waters, historic Fort Jefferson, and diverse marine life. Snorkel along vibrant coral reefs, sunbathe on white sandy beaches, and marvel at the beauty of this remote tropical paradise. The park's natural beauty and historical significance make it a must-visit destination for group travelers.
Duval Street
Dive into the vibrant energy of Duval Street with your group, known for its eclectic mix of shops, bars, and restaurants. Stroll down this iconic street lined with colorful Victorian houses and enjoy live music, delicious cuisine, and unique souvenirs. Whether you're looking for a fun night out or a leisurely day of exploring, Duval Street offers something for everyone in your group.
Key West Butterfly and Nature Conservatory
Immerse yourselves in the enchanting world of butterflies at the Key West Butterfly and Nature Conservatory, a tropical oasis filled with blooming flowers and fluttering butterflies. Wander through lush gardens, observe exotic birds, and learn about the life cycle of these delicate creatures. This peaceful and serene sanctuary provides a tranquil escape for group members seeking relaxation and natural beauty.
Key West Historic Seaport
Step back in time at the Key West Historic Seaport, where your group can explore maritime history, dine at waterfront restaurants, and embark on exciting water adventures. From sailing excursions to fishing charters, this bustling seaport offers a variety of activities for group members to enjoy together. Experience the charm of Key West's nautical heritage while creating lasting memories with your companions.
Fort Zachary Taylor State Park
Discover the natural beauty of Fort Zachary Taylor State Park with your group, a hidden gem boasting sandy beaches, shady picnic areas, and historic Civil War-era fortifications. Spend a leisurely day swimming in turquoise waters, snorkeling along rocky shores, and exploring nature trails teeming with wildlife. This tranquil haven provides the perfect backdrop for group bonding and outdoor adventures amidst breathtaking coastal scenery.