21 days in San Francisco, Florida & San Diego Itinerary

21 days in San Francisco, Florida & San Diego Itinerary

Created using Inspirock United States tour planner

Plan created by another user. Make it yours
1
San Francisco
— 3 nights
2
St. Augustine
— 2 nights
3
Sarasota
— 2 nights
4
Naples
— 2 nights
5
Key West
— 3 nights
6
Marathon
— 2 nights
7
San Diego
— 4 nights

S M T W T F S
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3
nights
San Francisco

San Francisco ©

City by the Bay

San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
Head to Oxbow Public Market and Mumm Napafor some retail therapy. Eschew the tourist crowds and head to California State Railroad Museum and Walt Disney Family Museum. You'll find plenty of places to visit near San Francisco: Armstrong Redwood State Reserve (in Guerneville), Crocker Art Museum (in Sacramento) and VJB Cellars (in Kenwood). There's lots more to do: explore the world behind art at Legion of Honor, take in the spiritual surroundings of Grace Cathedral, and wander the streets of Bay Street.

To find reviews, other places to visit, and tourist information, you can read our San Francisco itinerary planner.

Melbourne, Australia to San Francisco is an approximately 19-hour flight. The time zone changes from Australian Eastern Standard Time to Pacific Standard Time, which is usually a -18 hour difference. Expect much colder weather when traveling from Melbourne in January: highs in San Francisco hover around 17°C, while lows dip to 9°C. Wrap up your sightseeing on the 13th (Wed) to allow time to travel to St. Augustine.

Things to do in San Francisco

Museums · Shopping · Nature · Parks

Side Trips

Highlights from your trip

2
nights
St. Augustine

St. Augustine ©
St. You'll visit kid-friendly attractions like St. Augustine Lighthouse & Maritime Museum, Inc. and Fort Clinch State Park. Ponce de Leon Inlet Lighthouse & Museum and Lightner Museum are good opportunities to explore the local culture. Step out of St. Augustine to go to DeLand and see Stetson Mansion, which is approximately 1h 25 min away. The adventure continues: take in the spiritual surroundings of Cathedral Basilica of St. Augustine, kick back and relax at St. Augustine Beach, and sample the fine beverages at St. Augustine Distillery.

Plan my St. Augustine trip by asking Inpirock to come up with tips and suggestions.

Traveling by combination of flight and bus from San Francisco to St. Augustine takes 10.5 hours. Alternatively, you can drive; or do a combination of bus and train. The time zone difference moving from Pacific Standard Time (PST) to Eastern Standard Time (EST) is 3 hours. Expect somewhat warmer weather when traveling from San Francisco in January: highs in St. Augustine hover around 21°C, while lows dip to 11°C. Finish your sightseeing early on the 16th (Sat) to allow enough time to drive to Sarasota.

Things to do in St. Augustine

Side Trips

Highlights from your trip

2
nights
Sarasota

Sarasota ©
Sarasota is a city in Sarasota County on the southwestern coast of the U.S. On the 17th (Sun), stroll around Siesta Beach, then admire the natural beauty at Marie Selby Botanical Gardens, and then take an in-depth tour of The Ringling. On the 18th (Mon), you'll have a packed day of sightseeing: snap pictures at Sunshine Skyway Bridge, see the interesting displays at The Dali Museum, and then enjoy the sand and surf at Treasure Island Beach.

For ratings, other places to visit, photos, and tourist information, refer to the Sarasota road trip site.

You can drive from St. Augustine to Sarasota in 4.5 hours. Other options are to fly; or take a bus. When traveling from St. Augustine in January, plan for a bit warmer days in Sarasota, with highs around 26°C, while nights are about the same with lows around 13°C. Wrap up your sightseeing on the 18th (Mon) early enough to drive to Naples.

Things to do in Sarasota

Parks · Museums · Outdoors · Beaches

Side Trips

Highlights from your trip
©
Must see
The Ringling
4.7
©
Beach
Siesta Beach
4.6

2
nights
Naples

Naples ©
Kick off your visit on the 19th (Tue): wander the streets of Fifth Avenue South, take in nature's colorful creations at Naples Botanical Garden, and then get some thrills on the water with a speed boat tour. On the 20th (Wed), you'll have a packed day of sightseeing: see majestic marine mammals with a dolphin and whale watching tour, then get a new perspective on things with Boat Tours & Water Sports, and then take a leisurely stroll along Naples Pier.

To find photos, traveler tips, other places to visit, and other tourist information, read Naples trip tool.

Drive from Sarasota to Naples in 2 hours. Alternatively, you can take a bus; or do a combination of taxi and bus. Expect a daytime high around 28°C in January, and nighttime lows around 17°C. Finish your sightseeing early on the 20th (Wed) to allow enough time to travel to Key West.

Things to do in Naples

Side Trips

Highlights from your trip

3
nights
Key West

Key West ©

Conch Republic

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.
Step out of the city life by going to Fort Zachary Taylor and The Overseas Highway. Get some cultural insight at Truman Little White House and Key West Lighthouse and Keeper's Quarters Museum. Spend the 22nd (Fri) exploring nature at Dry Tortugas National Park. Next up on the itinerary: cast your line with a fishing tour and get up close to creatures of the deep with a dolphin and whale watching tour.

To see where to stay, other places to visit, photos, and tourist information, go to the Key West day trip website.

You can do a combination of taxi and ferry from Naples to Key West in 4 hours. Alternatively, you can drive; or take a bus. Traveling from Naples in January, expect somewhat warmer with lows of 22°C in Key West. Finish your sightseeing early on the 23rd (Sat) to allow enough time to drive to Marathon.

Things to do in Key West

Outdoors · Nature · Parks · Tours
Highlights from your trip

2
nights
Marathon

Marathon ©

Heart of the Florida Keys

A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
On the 24th (Sun), enjoy the sand and surf at Sombrero Beach, identify plant and animal life 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 next day: see what you can catch with a fishing tour and then identify plant and animal life at Dolphin Research Center.

To find ratings, photos, where to stay, and tourist information, go to the Marathon vacation planner.

You can drive from Key West to Marathon in 1.5 hours. Alternatively, you can take a bus. 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) so you can travel to San Diego.

Things to do in Marathon

Wildlife · Parks · Outdoors · Tours

Side Trip

Highlights from your trip
©
Must see
Sombrero Beach
4.2

4
nights
San Diego

San Diego ©

America's Finest City

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.
Mission San Juan Capistrano and Oceanside Museum of Art will appeal to museum buffs. Deepen your sense of the past at sights like Fort Rosecrans Cemetery and Montanez Adobe. Venture out of the city with trips to South Carlsbad State Beach (in Carlsbad) and Crystal Cove (in Laguna Beach). Next up on the itinerary: walk around La Jolla Shores Park, kick back and relax at Coronado Beach, and stop by Kogei Gallery.

For ratings, traveler tips, photos, and other tourist information, read San Diego sightseeing planner.

Getting from Marathon to San Diego by combination of shuttle and flight takes about 9.5 hours. Other options: drive; or take a bus. Due to the time zone difference, you'll gain 3 hours traveling from Marathon to San Diego. Prepare for a bit cooler weather when traveling from Marathon in January: high temperatures in San Diego hover around 22°C and lows are around 12°C. Wrap up your sightseeing on the 29th (Fri) to allow time to travel back home.

Things to do in San Diego

Outdoors · Parks · Beaches · Museums

Side Trips

Highlights from your trip
©
Must see
Coronado Beach
4.7