21 days in San Francisco, Florida & San Diego Itinerary

21 days in San Francisco, Florida & San Diego Itinerary

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Route & dates

21 days in San Francisco, Florida & San Diego Itinerary

Start: Melbourne
Fly:  18​h 45​min
1
San Francisco
— 3 nights
+2
Fly + taxi + bus:  10​h 15​min
2
St. Augustine
— 2 nights
Drive:  4​h 15​min
3
Sarasota
— 2 nights
Drive:  2​h
4
Naples
— 2 nights
ferry:  3​h
5
Key West
— 3 nights
bus:  1​h 15​min
6
Marathon
— 2 nights
shuttle + Fly:  9​h 30​min
7
San Diego
— 4 nights
Fly:  21​h
End: Melbourne

3
nights
San Francisco

San Francisco ©
San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
You'll discover tucked-away gems like California State Railroad Museum and Crocker Art Museum. Head to Mumm Napa and Bay Streetfor some retail therapy. Get out of town with these interesting San Francisco side-trips: VJB Cellars (in Kenwood), Oxbow Public Market (in Napa) and Armstrong Redwood State Reserve (in Guerneville). Next up on the itinerary: see the interesting displays at Walt Disney Family Museum, explore the world behind art at Legion of Honor, and contemplate in the serene atmosphere at Grace Cathedral.

To see photos, maps, and other tourist information, read San Francisco trip itinerary maker app .

Melbourne, Australia to San Francisco is an approximately 19-hour flight. You can also do a combination of shuttle and flight; or do a combination of train and flight. Traveling from Melbourne to San Francisco, you'll gain 18 hours due to the time zone difference. Traveling from Melbourne in January, you will find days in San Francisco are colder (17°C), and nights are little chillier (9°C). Finish your sightseeing early on the 13th (Wed) so you can travel to St. Augustine.

Things to do in San Francisco

Museums Wildlife Parks

Side Trips

Sacramento, VJB Cellars, Mumm Napa, Armstrong Redwood State Reserve, Oxbow Public Market
Highlights from your plan
California State Railroad Museum ©
California State Railroad Museum
Armstrong Redwood State Reserve ©
Armstrong Redwood State Reserve
Crocker Art Museum ©
Crocker Art Museum

2
nights
St. Augustine

St. Augustine ©
SAINT AUGUSTINE | PONTE VEDRA on Florida's Historic Coast The Nation's oldest city (est. Deepen your sense of the past at sights like St. Augustine Lighthouse & Maritime Museum, Inc. and Fort Clinch State Park. Discover out-of-the-way places like St. Augustine Distillery and Ponce de Leon Inlet Lighthouse & Museum. Go for a jaunt from St. Augustine to DeLand to see Stetson Mansion about 1h 25 min away. There's lots more to do: see the interesting displays at Lightner Museum, pause for some serene contemplation at Cathedral Basilica of St. Augustine, and stroll through St. Augustine Beach.

For where to stay, maps, reviews, and more tourist information, use the St. Augustine online tour planner .

Do a combination of flight and bus from San Francisco to St. Augustine in 10.5 hours. Alternatively, you can do a combination of train, flight, and bus; or drive. Traveling from San Francisco to St. Augustine, you'll lose 3 hours due to the time zone difference. While traveling from San Francisco, expect a bit warmer days and about the same nights in St. Augustine, ranging from highs of 21°C to lows of 11°C. Finish your sightseeing early on the 16th (Sat) to allow enough time to drive to Sarasota.

Things to do in St. Augustine

Historic Sites Parks Museums

Side Trips

Ponce de Leon Inlet Lighthouse & Museum, Fort Clinch State Park, Stetson Mansion
Highlights from your plan
St. Augustine Beach ©
St. Augustine Beach
Stetson Mansion ©
Stetson Mansion

2
nights
Sarasota

Sarasota ©
Sarasota is a city in Sarasota County on the southwestern coast of the U.S. On the 17th (Sun), kick back and relax at Siesta Beach, then admire the natural beauty at Marie Selby Botanical Gardens, and then examine the collection at The Ringling. On the 18th (Mon), you'll have a packed day of sightseeing: take in the views from Sunshine Skyway Bridge, explore the world behind art at The Dali Museum, and then kick back and relax at Treasure Island Beach.

To find other places to visit, more things to do, and more tourist information, refer to the Sarasota travel route planning tool .

Traveling by car from St. Augustine to Sarasota takes 4.5 hours. Alternatively, you can take a bus; or do a combination of bus and flight. Traveling from St. Augustine in January, expect nights in Sarasota to be about the same, around 13°C, while days are a bit warmer, around 26°C. Finish up your sightseeing early on the 18th (Mon) so you can go by car to Naples.

Things to do in Sarasota

Parks Beaches Outdoors

Side Trips

Treasure Island Beach, Sunshine Skyway Bridge, Siesta Beach, The Dali Museum
Highlights from your plan
The Ringling ©
The Ringling
Marie Selby Botanical Gardens ©
Marie Selby Botanical Gardens
Siesta Beach ©
Siesta Beach

2
nights
Naples

Naples is a city in Collier County, Florida, United States. Start off your visit on the 19th (Tue): shop like a local with Fifth Avenue South, admire the natural beauty at Naples Botanical Garden, and then get some thrills on the water with a speed boat tour. Here are some ideas for day two: get interesting insight from Tours, get a new perspective on things with Boat Tours & Water Sports, and then take in the waterfront at Naples Pier.

To find other places to visit, where to stay, ratings, and tourist information, refer to the Naples tour itinerary maker app .

You can drive from Sarasota to Naples in 2 hours. Another option is to take a bus. In January, daily temperatures in Naples can reach 28°C, while at night they dip to 17°C. Wrap up your sightseeing on the 20th (Wed) to allow time to travel to Key West.

Things to do in Naples

Tours Outdoors Wildlife

Side Trips

Marco Island, Speed Boats Tours
Highlights from your plan
Speed Boats Tours
Dolphin & Whale Watching
Waterskiing & Jetskiing

3
nights
Key West

Key West ©
Located just 140 km (90 mi) from Cuba, Key West is an island only about 6.4 km (4 mi) long and 1.6 km (1 mi) wide.
Truman Little White House and Key West Lighthouse and Keeper's Quarters Museum will appeal to museum buffs. You'll explore the less-touristy side of things at Fort Zachary Taylor and Dolphin & Whale Watching. Spend the 22nd (Fri) exploring nature at Dry Tortugas National Park. There's more to do: cast your line with a fishing tour and admire all the interesting features of The Overseas Highway.

To find traveler tips, where to stay, other places to visit, and other tourist information, go to the Key West trip itinerary site .

You can ride a ferry from Naples to Key West in 3 hours. Alternatively, you can drive; or take a bus. Expect somewhat warmer evenings in Key West when traveling from Naples in January, with lows around 22°C. Finish your sightseeing early on the 23rd (Sat) to allow enough time to take a bus to Marathon.

Things to do in Key West

Outdoors Wildlife Parks
Highlights from your plan
The Overseas Highway ©
The Overseas Highway
Dry Tortugas National Park ©
Dry Tortugas National Park
Fort Zachary Taylor ©
Fort Zachary Taylor

2
nights
Marathon

Marathon ©
A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
Kick off your visit on the 24th (Sun): kick back and relax at Sombrero Beach, then look for all kinds of wild species at The Turtle Hospital, then take in the views from Seven Mile Bridge, and finally identify plant and animal life at Florida Keys Wild Bird Rehabilitation Center. Get ready for a full day of sightseeing on the 25th (Mon): take a memorable tour with Tours and then identify plant and animal life at Dolphin Research Center.

To see maps, reviews, ratings, and tourist information, refer to the Marathon route planner.

Traveling by bus from Key West to Marathon takes 1.5 hours. Alternatively, you can drive. In January in Marathon, expect temperatures between 29°C during the day and 22°C at night. Finish your sightseeing early on the 25th (Mon) to allow enough time to travel to San Diego.

Things to do in Marathon

Wildlife Parks Outdoors

Side Trip

Florida Keys Wild Bird Rehabilitation Center
Highlights from your plan
The Turtle Hospital ©
The Turtle Hospital
Dolphin Research Center ©
Dolphin Research Center
Fishing Charters & Tours

4
nights
San Diego

San Diego ©
Divided into neighborhoods with distinct characters and cultural heritages, San Diego sits just north of the Mexican border and offers visitors a blend of tourist attractions, including a lively nightlife, diverse cuisine, and a thriving musical scene.
Do some cultural sightseeing at Mission San Juan Capistrano and Fort Rosecrans Cemetery. Montanez Adobe and Oceanside Museum of Art will appeal to museum buffs. Explore San Diego's surroundings by going to South Carlsbad State Beach (in Carlsbad) and Crystal Cove (in Laguna Beach). There's much more to do: kick back and relax at La Jolla Shores Park, stroll through Coronado Beach, and stop by Handcrafted.

To find more things to do, photos, ratings, and tourist information, refer to the San Diego planning site .

Traveling by combination of shuttle and flight from Marathon to San Diego takes 9.5 hours. Alternatively, you can do a combination of bus and flight; or drive. The time zone changes from Eastern Standard Time to Pacific Standard Time, which is usually a -3 hour difference. Expect little chillier temperatures when traveling from Marathon in January; daily highs in San Diego reach 22°C and lows reach 12°C. Wrap up your sightseeing on the 29th (Fri) to allow time to travel back home.

Things to do in San Diego

Parks Beaches Outdoors

Side Trips

San Juan Capistrano, Oceanside Museum of Art, Coronado Beach, Handcrafted, South Carlsbad State Beach
Highlights from your plan
La Jolla Shores Park ©
La Jolla Shores Park
Coronado Beach ©
Coronado Beach
Crystal Cove ©
Crystal Cove

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