60 days in Southeast Florida Itinerary
Created using Inspirock Southeast Florida visit planner
Start: Montreal
Fly
1
Key Largo
— 8 nights
Drive
2
Islamorada
— 7 nights
Drive
3
Marathon
— 7 nights
Drive
4
Key West
— 13 nights
Fly
5
Key Biscayne
— 3 nights
Drive
6
Miami Beach
— 7 nights
Drive
7
Sunny Isles Beach
— 6 nights
Drive
8
West Palm Beach
— 8 nights
Fly
End: Montreal
Fri, Dec 1 - Mon, Jan 29
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View full calendar
Key Largo — 8 nights
Diving Capital of the World
Explore hidden gems such as African Queen Canal Cruise and Flamingo. Get out of town with these interesting Key Largo side-trips: Anhinga Trail (in Everglades National Park), Florida Keys Outlet Marketplace (in Florida City) and Homestead (Losner Park, Homestead Historic Town Hall Museum, &more). Next up on the itinerary: identify plant and animal life at Spiegel Grove, pause for some photo ops at Christ of the Deep, pause for some serene contemplation at Saint Justin Martyr Catholic Church, and surround yourself with nature on Capt. Sterling's Everglades Eco-Tours.
For maps, ratings, traveler tips, and other tourist information, read Key Largo trip planner.
Montreal, Canada to Key Largo is an approximately 6.5-hour flight. You can also drive; or take a bus. Plan for much warmer temperatures traveling from Montreal in December, with highs in Key Largo at 30°C and lows at 22°C. Finish up your sightseeing early on the 9th (Sat) so you can go by car to Islamorada.
more
For maps, ratings, traveler tips, and other tourist information, read Key Largo trip planner.
Montreal, Canada to Key Largo is an approximately 6.5-hour flight. You can also drive; or take a bus. Plan for much warmer temperatures traveling from Montreal in December, with highs in Key Largo at 30°C and lows at 22°C. Finish up your sightseeing early on the 9th (Sat) so you can go by car to Islamorada.
Side Trips
Highlights from your trip
Islamorada — 7 nights
The Village of Islands
Explore hidden gems such as Parasailing & Paragliding and Lobster Trap Art Gift Shop and Gallery. Relax by the water at Library Beach Park and Anne's Beach. Change things up with a short trip to Long Key State Park in Layton (about 2h 30 min away). Next up on the itinerary: indulge your thirst for a good beer at Florida Keys Brewing Company, take in the exciting artwork at Old Road Gallery, indulge in some personalized pampering at some of the best spas, and shop like a local with Rain Barrel Village.
For photos, reviews, traveler tips, and other tourist information, use the Islamorada trip planner.
Islamorada is very close to Key Largo. December in Islamorada sees daily highs of 31°C and lows of 25°C at night. Finish your sightseeing early on the 16th (Sat) to allow enough time to drive to Marathon.
more
For photos, reviews, traveler tips, and other tourist information, use the Islamorada trip planner.
Islamorada is very close to Key Largo. December in Islamorada sees daily highs of 31°C and lows of 25°C at night. Finish your sightseeing early on the 16th (Sat) to allow enough time to drive to Marathon.
Side Trip
Highlights from your trip
Marathon — 7 nights

Heart of the Florida Keys
Explore hidden gems such as Seven Mile Bridge and Pigeon Key. You'll enjoy a bit of beach vacationing at Calusa Beach and Bahia Honda State Park. Take a break from Marathon with a short trip to Everglades National Park in Florida City, about 1h 10 min away. The adventure continues: explore the galleries of Crane Point Museum & Nature Center, see the vivid underwater world at Sombrero Reef, stop by Paradise Produce, and get up close and personal with brilliant marine life at Florida Keys Aquarium Encounters.
To find maps, where to stay, and more tourist information, you can read our Marathon trip itinerary planning app.
Traveling by car from Islamorada to Marathon takes an hour. Alternatively, you can take a bus. In December, daytime highs in Marathon are 31°C, while nighttime lows are 25°C. Finish your sightseeing early on the 23rd (Sat) to allow enough time to drive to Key West.
more
To find maps, where to stay, and more tourist information, you can read our Marathon trip itinerary planning app.
Traveling by car from Islamorada to Marathon takes an hour. Alternatively, you can take a bus. In December, daytime highs in Marathon are 31°C, while nighttime lows are 25°C. Finish your sightseeing early on the 23rd (Sat) to allow enough time to drive to Key West.
Side Trips
Highlights from your trip
Key West — 13 nights

Conch Republic
You'll explore the less-touristy side of things at Saint Mary Star of the Sea and St. Paul's Episcopal Church. Your itinerary includes some good beach time at Smathers Beach and South Beach. Spend the 1st (Mon) exploring nature at Dry Tortugas National Park. Next up on the itinerary: visit a coastal fixture at Key West Lighthouse and Keeper's Quarters Museum, admire the masterpieces at Key West Museum of Art & History at the Custom House, take in the pleasant sights at Key West Garden Club, and look for gifts at We Cycle.
To see ratings, reviews, where to stay, and more tourist information, read Key West journey website.
You can drive from Marathon to Key West in 1.5 hours. Another option is to take a bus. Expect a daytime high around 30°C in December, and nighttime lows around 25°C. Finish your sightseeing early on the 5th (Fri) to allow enough time to fly to Key Biscayne.
more
To see ratings, reviews, where to stay, and more tourist information, read Key West journey website.
You can drive from Marathon to Key West in 1.5 hours. Another option is to take a bus. Expect a daytime high around 30°C in December, and nighttime lows around 25°C. Finish your sightseeing early on the 5th (Fri) to allow enough time to fly to Key Biscayne.
Highlights from your trip
Key Biscayne — 3 nights

Visit Bill Baggs Cape Florida State Park and Crandon Beach for some beach relaxation. Eschew the tourist crowds and head to Ritz-Carlton Spa, Key Biscayne and Crandon Park.
To find other places to visit, photos, ratings, and more tourist information, you can read our Key Biscayne road trip planning app.
Fly from Key West to Key Biscayne in 2.5 hours. Alternatively, you can drive; or take a bus. In January, daily temperatures in Key Biscayne can reach 29°C, while at night they dip to 20°C. Finish your sightseeing early on the 8th (Mon) to allow enough time to drive to Miami Beach.
more
To find other places to visit, photos, ratings, and more tourist information, you can read our Key Biscayne road trip planning app.
Fly from Key West to Key Biscayne in 2.5 hours. Alternatively, you can drive; or take a bus. In January, daily temperatures in Key Biscayne can reach 29°C, while at night they dip to 20°C. Finish your sightseeing early on the 8th (Mon) to allow enough time to drive to Miami Beach.
Highlights from your trip
Miami Beach — 7 nights

The World's Playground
You'll enjoy a bit of beach vacationing at Surfside Beach and Lummus Park Beach. You'll discover tucked-away gems like Shark Valley Visitor Center and Food Tours. Change things up with these side-trips from Miami Beach: Miami (ZWF Miami & Walking tours), Fort Lauderdale (Intracoastal Waterway & Las Olas Beach) and Pinecrest Gardens (in Pinecrest). There's much more to do: take an in-depth tour of Jewish Museum of Florida - FIU, view the masterpieces at Romero Britto Fine Art Gallery, admire the natural beauty at Fairchild Tropical Botanic Garden, and look for gifts at Wings Beachwear.
For maps, reviews, other places to visit, and tourist information, refer to the Miami Beach trip itinerary maker app.
Miami Beach is very close to Key Biscayne. In January, daytime highs in Miami Beach are 29°C, while nighttime lows are 20°C. Finish your sightseeing early on the 15th (Mon) to allow enough time to drive to Sunny Isles Beach.
more
For maps, reviews, other places to visit, and tourist information, refer to the Miami Beach trip itinerary maker app.
Miami Beach is very close to Key Biscayne. In January, daytime highs in Miami Beach are 29°C, while nighttime lows are 20°C. Finish your sightseeing early on the 15th (Mon) to allow enough time to drive to Sunny Isles Beach.
Side Trips
Highlights from your trip
Sunny Isles Beach — 6 nights

Discover out-of-the-way places like Haulover Beach Park and Bal Harbor Beach. Venture out of the city with trips to Dania Beach (Dr. Von D. Mizell-Eula Johnson State Park & Dania Beach Fishing Pier), The Ancient Spanish Monastery (in North Miami Beach) and Pembroke Pines (Grand Palms Hotel, Spa and Golf Resort & C.B. Smith Park).
To find where to stay, more things to do, traveler tips, and tourist information, use the Sunny Isles Beach trip itinerary planning website.
Getting from Miami Beach to Sunny Isles Beach by car takes about an hour. In January, plan for daily highs up to 28°C, and evening lows to 19°C. Finish up your sightseeing early on the 21st (Sun) so you can go by car to West Palm Beach.
more
To find where to stay, more things to do, traveler tips, and tourist information, use the Sunny Isles Beach trip itinerary planning website.
Getting from Miami Beach to Sunny Isles Beach by car takes about an hour. In January, plan for daily highs up to 28°C, and evening lows to 19°C. Finish up your sightseeing early on the 21st (Sun) so you can go by car to West Palm Beach.
Side Trips
Highlights from your trip
West Palm Beach — 8 nights
Orchid City
Explore hidden gems such as John D. MacArthur Beach State Park and The Square. You'll enjoy a bit of beach vacationing at Delray Municipal Beach and Bathtub Reef Beach. Venture out of the city with trips to Florida Oceanographic Coastal Center (in Stuart), Delaware Scrub Natural Area (in Jupiter) and Gumbo Limbo Nature Center (in Boca Raton). The adventure continues: identify plant and animal life at Wakodahatchee Wetlands, examine the collection at Morikami Museum & Japanese Gardens, get to know the resident critters at Lion Country Safari, and visit Downtown West Palm Beach.
To see photos, traveler tips, and tourist information, use the West Palm Beach trip app.
Getting from Sunny Isles Beach to West Palm Beach by car takes about 1.5 hours. Other options: drive. In January, daytime highs in West Palm Beach are 28°C, while nighttime lows are 18°C. Cap off your sightseeing on the 29th (Mon) early enough to catch the flight back home.
more
To see photos, traveler tips, and tourist information, use the West Palm Beach trip app.
Getting from Sunny Isles Beach to West Palm Beach by car takes about 1.5 hours. Other options: drive. In January, daytime highs in West Palm Beach are 28°C, while nighttime lows are 18°C. Cap off your sightseeing on the 29th (Mon) early enough to catch the flight back home.
Side Trips
Highlights from your trip