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
3136 Reviews
5-Star Rating Recommendation
From
US $99Per Person
Key West Mangrove Kayak Eco Tour
10
Excellent
2303 Reviews
5-Star Rating Recommendation
From
US $80Per Person
Key West Small-Group Food and Culture Walking Tour With Drink
10
Excellent
1831 Reviews
5-Star Rating Recommendation
From
US $90Per Person
Key West: Half-Day Sailing Tour With Kayaking and Snorkeling
10
Excellent
1735 Reviews
5-Star Rating Recommendation
From
US $125Per Person
Key West: Sunset Sailing Tour With Wine And Hors d'Oeuvres
10
Excellent
1417 Reviews
5-Star Rating Recommendation
From
US $135Per Person
Key West Group Guided Jet Ski Tour
10
Excellent
1381 Reviews
5-Star Rating Recommendation
From
US $155Per Person
Key West Full-Day Ocean Adventure: Kayak, Snorkel, Sail
10
Excellent
796 Reviews
5-Star Rating Recommendation
From
US $159Per Person
Key West Small-Group Craft Cocktail Crawl
10
Excellent
564 Reviews
5-Star Rating Recommendation
From
US $93Per Person
Key West Parasailing Adventure above Emerald Blue Waters
10
Excellent
411 Reviews
5-Star Rating Recommendation
From
US $64Per Person
Key West Historic District Small-Group Walking Tour
10
Excellent
254 Reviews
5-Star Rating Recommendation
From
US $46Per Person
Kayak + Guided Snorkel & Morning Sail hosted by Honest Eco
10
Excellent
185 Reviews
5-Star Rating Recommendation
From
US $156Per Person
Key West Cocktail Cruise Adults Only Sunset Cruise with Open Bar
10
Excellent
173 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 Sunset Sail on Historic Schooner
10
Excellent
129 Reviews
5-Star Rating Recommendation
From
US $109Per Person
Key West Kayak Rental
10
Excellent
126 Reviews
5-Star Rating Recommendation
From
US $40Per Person
Key West Snorkeling, Sandbar and Dolphins Small-Group Cruise
10
Excellent
117 Reviews
5-Star Rating Recommendation
From
US $135Per Person
Sportfishing Charter in Key West
10
Excellent
112 Reviews
5-Star Rating Recommendation
From
US $950Per Person
Key West Sunset Sailing Boat Tour and Wine Tasting
10
Excellent
100 Reviews
5-Star Rating Recommendation
From
US $135Per Person
Key West Small-Group Jet Ski Tour
10
Excellent
95 Reviews
5-Star Rating Recommendation
From
US $169Per Person
Key West USCGC INGHAM Maritime Museum
10
Excellent
80 Reviews
5-Star Rating Recommendation
From
US $23Per Person
Key West Private Tiki Pedicab Sightseeing Tour
10
Excellent
69 Reviews
5-Star Rating Recommendation
From
US $180Per Person
A private sunset cruise aboard a thatched tiki bar boat
10
Excellent
67 Reviews
5-Star Rating Recommendation
From
US $456Per Person
Key West, Florida: Private Sunset Cruise
10
Excellent
65 Reviews
5-Star Rating Recommendation
From
US $400Per Person
Key West Jet Ski Tour: The Only 2-Hour Ride on the Island
10
Excellent
50 Reviews
5-Star Rating Recommendation
From
US $209Per 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.

10.0
Exceptional
(2 Reviews)
1222 ft² 8 Guests 4 Bedrooms 3 Bathrooms
Ocean View House
  • Private Pool
  • Oceanfront
  • Pool
US $1,451/Night For 7 Nights US $10,156
10.0
Exceptional
(4 Reviews)
2002.09 ft² 8 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • View
  • Breakfast
  • Parking
US $953/Night For 7 Nights US $6,673
10.0
Exceptional
(6 Reviews)
1 Bedroom 1 Bathroom
Ocean View Cottage
  • Ocean View
  • Balcony/Terrace
  • View
US $916/Night For 7 Nights US $6,413
New
1618 ft² 8 Guests 4 Bedrooms 4 Bathrooms
Ocean View House
  • Private Pool
  • Oceanfront
  • Pool
US $1,524/Night For 7 Nights US $10,666
10.0
Exceptional
(3 Reviews)
1496.18 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Family Friendly House
  • Pool
  • View
  • Breakfast
US $891/Night For 7 Nights US $6,236
New
1750 ft² 6 Guests 3 Bedrooms 3 Bathrooms
Ocean View House
  • Private Pool
  • Oceanfront
  • Pool
US $1,220/Night For 7 Nights US $8,542
New
3500 ft² 10 Guests 4 Bedrooms 3 Bathrooms
Ocean View House
  • Private Pool
  • Oceanfront
  • Hot Tub
US $999/Night For 7 Nights US $6,993
New
6 Guests 3 Bedrooms 2 Bathrooms
House
  • Fireplace/Heating
  • Air Conditioner
  • Internet
US $956/Night For 7 Nights US $6,694