Discover Unforgettable Events and Experiences in Old Town, Key West Florida with Varoom

Explore the vibrant Old Town of Key West, Florida, where you can enjoy a mix of rich art-culture, historic tours-sightseeing, and lively shows-entertainment. Whether you're seeking family-friendly activities, water-based adventures, or romantic escapes, this charming neighborhood offers a diverse range of experiences to enhance your visit and create memorable moments.

Immerse yourself in the vibrant Old Town of Key West, Florida, where charming streets and historic landmarks set the perfect backdrop for unforgettable adventures. Known for its lively arts scene, colorful architecture, and picturesque harbor, this area offers a wide range of activities such as guided tours-sightseeing, water-based explorations, and immersive art-culture experiences. Here, you can enjoy everything from relaxing waterfront food-drink outings to engaging workshops and family-friendly attractions that highlight the region’s unique character. Whether seeking romantic getaways or exciting outdoor exploits, this destination connects you with the best of what the region has to offer.

Key Highlights You'll Enjoy In Old Town

art-culture

Old Town Art Galleries Tour

Discover the vibrant local art scene in this historic district, immersing yourself in the region's rich cultural heritage and creative spirit.

water-based

Sunset Sailing Adventure

Experience breathtaking sunsets while sailing along the scenic waters surrounding this island destination; perfect for a romantic escape or relaxing day on the water.

tours-sightseeing

Historical Old Town Walking Tour

Explore the charming streets and storied history of this area through a guided walking tour that brings the region's past to life.

food-drink

Key West Culinary Experience

Savor a variety of local flavors and culinary delights as you indulge in food tours that showcase the region’s unique gastronomic traditions.

Top Tours in Old Town

Key West Shark and Wildlife Catamaran Family-Friendly Tour
10
Excellent
3273 Reviews
5-Star Rating Recommendation
From
US $99Per Person
Key West Mangrove Kayak Eco Tour
10
Excellent
2354 Reviews
5-Star Rating Recommendation
From
US $80Per Person
Key West Small-Group Food and Culture Walking Tour With Drink
10
Excellent
1889 Reviews
5-Star Rating Recommendation
From
US $90Per Person
Key West: Half-Day Sailing Tour With Kayaking and Snorkeling
10
Excellent
1774 Reviews
5-Star Rating Recommendation
From
US $125Per Person
Key West: Sunset Sailing Tour With Wine And Hors d'Oeuvres
10
Excellent
1448 Reviews
5-Star Rating Recommendation
From
US $135Per Person
Key West Group Guided Jet Ski Tour
10
Excellent
1414 Reviews
5-Star Rating Recommendation
From
US $170Per Person
Key West Full-Day Ocean Adventure: Kayak, Snorkel, Sail
10
Excellent
817 Reviews
5-Star Rating Recommendation
From
US $159Per Person
Key West Small-Group Craft Cocktail Crawl
10
Excellent
574 Reviews
5-Star Rating Recommendation
From
US $93Per Person
Key West Parasailing - Next to Cruise Port with Amazing Views
10
Excellent
426 Reviews
5-Star Rating Recommendation
From
US $64Per Person
Key West Historic District Small-Group Walking Tour
10
Excellent
257 Reviews
5-Star Rating Recommendation
From
US $56Per Person
Kayak + Guided Snorkel & Morning Sail hosted by Honest Eco
10
Excellent
190 Reviews
5-Star Rating Recommendation
From
US $156Per Person
Key West Cocktail Cruise Adults Only Sunset Cruise with Open Bar
10
Excellent
178 Reviews
5-Star Rating Recommendation
From
US $65Per Person

Why Choose Old Town?

Within the charming Old Town of Key West, Florida, you’ll find a vibrant hub of activities and tours perfect for every traveler seeking memorable experiences. Whether you're interested in exploring local art and culture, enjoying water-based adventures, or participating in engaging workshops, this destination offers a variety of opportunities to customize your visit and create unforgettable moments.

Rich Art and Cultural Scene

Immerse yourself in the vibrant art and culture of Old Town. Here, you can explore engaging tours that showcase local galleries, historic landmarks, and cultural festivals, making it perfect for those seeking a deep connection with the area's artistic heritage.

Exciting Water-Based Adventures

Take advantage of the region’s renowned water activities, from sailing excursions to snorkeling adventures. The area’s warm waters and scenic coastline create ideal conditions for thrilling water-based experiences suitable for all ages.

Charming Historical Tours and Sightseeing

Discover the captivating history and architecture of the destination through guided sightseeing tours. These immersive journeys allow you to explore iconic landmarks while learning about the fascinating stories that shaped this unique region.

Family-Friendly and Seasonal Activities

Enjoy a variety of family-oriented activities and seasonal events perfect for creating lasting memories. Whether you're visiting during special festivals or engaging in outdoor nature experiences, there’s always something exciting for everyone here.

All Tours in Old Town

Whether you love exploring landmarks or tasting local cuisine, you’ll find endless adventures here.

Other tours in Old Town

Key West Food Tour
10
Excellent
143 Reviews
5-Star Rating Recommendation
From
US $129Per Person
Key West Kayak Rental
10
Excellent
128 Reviews
5-Star Rating Recommendation
From
US $40Per Person
Key West Snorkeling, Sandbar and Dolphins Small-Group Cruise
10
Excellent
120 Reviews
5-Star Rating Recommendation
From
US $135Per Person
Sportfishing Charter in Key West
10
Excellent
113 Reviews
5-Star Rating Recommendation
From
US $1,337Per Person
Key West Sunset Sailing Boat Tour and Wine Tasting
10
Excellent
102 Reviews
5-Star Rating Recommendation
From
US $135Per Person
Key West Small-Group Jet Ski Tour
10
Excellent
99 Reviews
5-Star Rating Recommendation
From
US $169Per Person
Key West USCGC INGHAM Maritime Museum
10
Excellent
81 Reviews
5-Star Rating Recommendation
From
US $23Per Person
Key West Private Tiki Pedicab Sightseeing Tour
10
Excellent
70 Reviews
5-Star Rating Recommendation
From
US $180Per Person
A private sunset cruise aboard a thatched tiki bar boat
10
Excellent
68 Reviews
5-Star Rating Recommendation
From
US $456Per Person
Key West Private Sunset Cruise
10
Excellent
66 Reviews
5-Star Rating Recommendation
From
US $400Per Person
Key West Jet Ski Tour: The Only 2-Hour Island Lap.
10
Excellent
58 Reviews
5-Star Rating Recommendation
From
US $209Per Person
The Hemingway Experience in Key West
10
Excellent
55 Reviews
5-Star Rating Recommendation
From
US $185Per Person

Top-rated places to stay near Old Town

Find the perfect place to stay in Old Town with Varoom. Choose from a wide range of vacation rentals, cottages, condos, and private villas - many offering top amenities and great value.

House
Map-icon
3 Bedrooms 1 Bath 29 Guests
  • Pet Friendly
    Pet Friendly
  • Air Conditioner
    Air Conditioner
More amenities
US $2,831/Night 7 Nights - US $19,819
star-icons-4
House
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
3 Bedrooms 2 Baths 8 Guests 2002.09 ft²
  • Pool
    Pool
  • View
    View
More amenities
US $953/Night 7 Nights - US $6,673
star-icons-3
Cottage
Map-icon
like-icon10.0
Exceptional
(6 Reviews)
1 Bedroom 1 Bath
  • Ocean View
    Ocean View
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $563/Night 7 Nights - US $3,942
New
House
Map-icon
4 Bedrooms 3 Baths 8 Guests 1600 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $688/Night 7 Nights - US $4,819
star-icons-3
House
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
1 Bedroom 1 Bath 3 Guests 398.26 ft²
  • Pet Friendly
    Pet Friendly
  • Child Friendly
    Child Friendly
More amenities
US $364/Night 7 Nights - US $2,548
New
Boat Rental
Map-icon
1 Bedroom 4 Baths 6 Guests 1615 ft²
  • Kitchen
    Kitchen
  • Parking
    Parking
More amenities
US $674/Night 7 Nights - US $4,718
New
House
Map-icon
4 Bedrooms 2 Baths 10 Guests 1800 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $423/Night 7 Nights - US $2,964
House
Map-icon
2 Bedrooms 2 Baths 4 Guests 1099 ft²
  • Oceanfront
    Oceanfront
  • Pool
    Pool
More amenities
US $320/Night 7 Nights - US $2,242
New
House
Map-icon
3 Bedrooms 3 Baths 5 Guests
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $239/Night 7 Nights - US $1,675