35 days in United States & Caribbean Itinerary

35 days in United States & Caribbean Itinerary

Created using Inspirock route planner

This plan was created by another inspirock user.  Make it your plan

Route & dates

35 days in United States & Caribbean Itinerary

Start: Jamesport, United States
+2
Drive + Fly + Drive:  5​h 15​min
1
Petersburg, United States
— Few hours
Drive + Fly:  7​h 15​min
2
Savannah, United States
— 1 day
3
St. Augustine, United States
— 1 night
Drive:  4​h 15​min
4
West Palm Beach, United States
— 1 night
train:  45​min
5
Fort Lauderdale, United States
— 2 nights
6
Fort Lauderdale, United States
— 2 nights
Fly + Drive:  7​h 30​min
7
Little San Salvador Island (Half Moon Cay), Bahamas
— 1 night
Drive + Fly:  15​h 30​min
8
Cockburn Town, Turks and Caicos
— 1 night
Fly:  4​h 30​min
9
Puerto Plata, Dominican Republic
— 3 nights
shuttle + Fly:  5​h 45​min
10
Oranjestad, Aruba
— 2 nights
Fly:  1​h
11
Kralendijk, Bonaire
— 3 nights
Fly + bus:  1​h 30​min
12
Willemstad, Curacao
— 3 nights
Fly + shuttle:  10​h 45​min
13
New Smyrna Beach, United States
— 3 nights
Drive:  6​h
14
Charleston, United States
— 3 nights
Fly:  5​h
15
Charlottesville, United States
— 3 nights
Drive:  3​h
16
Annapolis, United States
— 3 nights
+2
Drive + Fly + Drive:  4​h 45​min
17
Jamesport, United States
— 1 night
End: Jamesport, United States

few
hours
Petersburg, United States

Petersburg ©
Petersburg is an independent city in the U.S. Kick off your visit on the 19th (Tue): witness the site of a historic battle at Petersburg National Battlefield Park and then immerse yourself in nature at Pocahontas State Park.

To find traveler tips, photos, ratings, and tourist information, refer to the Petersburg online sightseeing planner .

Jamesport to Petersburg is an approximately 5.5-hour flight. You can also drive. Traveling from Jamesport in February, expect Petersburg to be a bit warmer, temps between 52°F and 30°F. Finish your sightseeing early on the 19th (Tue) to allow enough time to travel to Savannah.

Things to do in Petersburg

Parks Nature Historic Sites

Side Trip

Pocahontas State Park
Find places to stay Feb 19 — 20:
Highlights from your plan
Pocahontas State Park ©
Pocahontas State Park
Petersburg National Battlefield Park ©

1
day
Savannah, United States

Savannah ©
Georgia's oldest city, Savannah displays its colonial history proudly on every corner.
On the 20th (Wed), take in the spiritual surroundings of Mickve Israel Temple, get thoroughly spooked out with a ghost and vampire tour, explore the different monuments and memorials at Bonaventure Cemetery, then contemplate in the serene atmosphere at Cathedral of St. John the Baptist, and finally wander the streets of Savannah Historic District.

To see traveler tips, reviews, where to stay, and tourist information, refer to the Savannah visit app .

The Route module can help you plan travel from Petersburg to Savannah. In February, Savannah is a bit warmer than Petersburg - with highs of 66°F and lows of 45°F. Finish your sightseeing early on the 20th (Wed) to allow enough time to drive to St. Augustine.

Things to do in Savannah

Historic Sites Tours Neighborhoods
Find places to stay Feb 19 — 20:
Highlights from your plan
Savannah Historic District ©
Savannah Historic District
Cathedral of St. John the Baptist ©
Cathedral of St. John the Baptist
Bonaventure Cemetery ©
Bonaventure Cemetery

1
night
St. Augustine, United States

St. Augustine ©
SAINT AUGUSTINE | PONTE VEDRA on Florida's Historic Coast The Nation's oldest city (est. Start off your visit on the 21st (Thu): identify plant and animal life at St. Augustine Alligator Farm Zoological Park, visit a coastal fixture at St. Augustine Lighthouse & Maritime Museum, Inc., and then kick back and relax at St. Augustine Beach.

To see ratings, photos, where to stay, and more tourist information, use the St. Augustine driving holiday app .

You can drive from Savannah to St. Augustine in 3.5 hours. Other options are to take a bus; or take a train. Traveling from Savannah in February, St. Augustine is somewhat warmer at night with lows of 51°F. Finish up your sightseeing early on the 21st (Thu) so you can go by car to West Palm Beach.

Things to do in St. Augustine

Parks Wildlife Outdoors
Find places to stay Feb 20 — 21:
Highlights from your plan
St. Augustine Beach ©
St. Augustine Beach

1
night
West Palm Beach, United States

West Palm Beach ©
With a warm climate and sandy stretches, it's no surprise that West Palm Beach is a popular vacation spot.
Kick off your visit on the 22nd (Fri): examine the collection at Henry Morrison Flagler Museum, then wander the streets of Worth Avenue, then explore the world behind art at The Society of the Four Arts, and finally browse the different shops at CityPlace.

To find photos, maps, ratings, and more tourist information, read our West Palm Beach travel route builder site .

Traveling by car from St. Augustine to West Palm Beach takes 4.5 hours. Alternatively, you can do a combination of car, flight, and train; or take a bus. Plan for a bit warmer temperatures traveling from St. Augustine in February, with highs in West Palm Beach at 78°F and lows at 62°F. Wrap up your sightseeing on the 22nd (Fri) to allow time to take a train to Fort Lauderdale.

Things to do in West Palm Beach

Museums Shopping Neighborhoods

Side Trip

Palm Beach
Find places to stay Feb 21 — 22:
Highlights from your plan
Henry Morrison Flagler Museum ©
Henry Morrison Flagler Museum
The Society of the Four Arts ©
The Society of the Four Arts
CityPlace ©
CityPlace

2
nights
Fort Lauderdale, United States

Fort Lauderdale ©
Known as the "Venice of America" because of its extensive network of navigable waterways, Fort Lauderdale welcomes over 10 million annual visitors, most of them attracted by the city's popular beaches and marinas.
On the 23rd (Sat), see the interesting displays at Vizcaya Museum and Gardens, take a stroll through Art Deco Historic District, and then take a stroll through Collins Avenue. Get ready for a full day of sightseeing on the 24th (Sun): take a stroll through Lincoln Road and then enjoy the sand and surf at South Beach.

To find photos, more things to do, ratings, and tourist information, use the Fort Lauderdale trip planner .

You can take a train from West Palm Beach to Fort Lauderdale in an hour. Alternatively, you can drive; or take a bus. In February, daytime highs in Fort Lauderdale are 78°F, while nighttime lows are 65°F. Finish up your sightseeing early on the 24th (Sun) so you can travel to Fort Lauderdale.

Things to do in Fort Lauderdale

Neighborhoods Shopping Historic Sites

Side Trips

Miami Beach, Vizcaya Museum and Gardens
Find places to stay Feb 22 — 24:
Highlights from your plan
South Beach ©
South Beach
Lincoln Road ©
Lincoln Road
Art Deco Historic District ©
Art Deco Historic District

2
nights
Fort Lauderdale, United States

Fort Lauderdale ©
On the 24th (Sun), contemplate in the serene atmosphere at Saint Demetrios Greek Orthodox Church and then pause for some serene contemplation at Blessed Sacrament Catholic Church. Here are some ideas for day two: take in the local highlights with Art Deco Tours and then don't miss a visit to Ocean Drive.

To find photos, where to stay, other places to visit, and tourist information, you can read our Fort Lauderdale online trip maker .

Wrap up your sightseeing on the 26th (Tue) to allow time to travel to Little San Salvador Island (Half Moon Cay).

Things to do in Fort Lauderdale

Neighborhoods Shopping Wildlife

Side Trips

Miami Beach, Blessed Sacrament Catholic Church, Shark Valley Visitor Center
Find places to stay Feb 24 — 26:
Highlights from your plan
Ocean Drive ©
Ocean Drive
Shark Valley Visitor Center ©
Shark Valley Visitor Center
Blessed Sacrament Catholic Church ©
Blessed Sacrament Catholic Church

1
night
Little San Salvador Island (Half Moon Cay), Bahamas

Little San Salvador Island (Half Moon Cay)
Privately owned Little San Salvador Island (Half Moon Cay) offers a number of outdoor activities and adventures for those cruising with the company that owns it.
To see maps, where to stay, and tourist information, refer to the Little San Salvador Island (Half Moon Cay) holiday maker app .

Use the Route module to find suitable travel options from Fort Lauderdale to Little San Salvador Island (Half Moon Cay). On the 26th (Tue), you'll travel to Cockburn Town.

Things to do in Little San Salvador Island (Half Moon Cay)

Parks Outdoors Beaches
Find places to stay Feb 26 — 27:

1
night
Cockburn Town, Turks and Caicos

Cockburn Town is the capital city of the Turks and Caicos Islands.GeographyCockburn Town is located on the largest island in the Turks Islands archipelago, Grand Turk Island. Kick off your visit on the 28th (Thu): take a tour by water with Boat Tours & Water Sports and then head outdoors with Grand Turk Cruise Center. Get ready for a full day of sightseeing on the next day: get engrossed in the history at Turks & Caicos National Museum and then make a trip to Historic Lighthouse Grand Turk.

To find other places to visit, photos, reviews, and more tourist information, refer to the Cockburn Town trip itinerary planning site .

Explore your travel options from Little San Salvador Island (Half Moon Cay) to Cockburn Town with the Route module. Wrap up your sightseeing by early afternoon on the 1st (Fri) to allow enough time to travel to Puerto Plata.

Things to do in Cockburn Town

Outdoors Wildlife Tours

Side Trip

Turks & Caicos National Museum
Find places to stay Feb 27 — Mar 1:
Highlights from your plan
Scuba & Snorkeling
Turks & Caicos National Museum ©
Turks & Caicos National Museum
Historic Lighthouse Grand Turk ©
Historic Lighthouse Grand Turk

3
nights
Puerto Plata, Dominican Republic

Puerto Plata ©
Although out of fashion in the past decades, major revitalization efforts have made a trip to Puerto Plata a growingly popular option for the adventurous travelers.
Amber Cove has been added to your itinerary. On the 2nd (Sat), examine the collection at Amber Museum, then steep yourself in history at Fortaleza San Felipe, and then go for a stroll along the water at Amber Cove. Get ready for a full day of sightseeing on the next day: take your sightseeing to a higher altitude at Pico Isabel de Torres and then take in the dramatic scenery at 27 Charcos.

To find ratings, more things to do, other places to visit, and other tourist information, refer to the Puerto Plata trip itinerary maker .

You can fly from Cockburn Town to Puerto Plata in 4.5 hours. Other options are to do a combination of flight, shuttle, and bus; or do a combination of flight and shuttle. The time zone difference when traveling from Cockburn Town to Puerto Plata is 1 hour. March in Puerto Plata sees daily highs of 85°F and lows of 67°F at night. Wrap up your sightseeing by early afternoon on the 4th (Mon) to allow time for travel back home.

Things to do in Puerto Plata

Parks Nature Museums
Find places to stay Mar 1 — 4:
Highlights from your plan
27 Charcos ©
27 Charcos
Fortaleza San Felipe ©
Fortaleza San Felipe
Pico Isabel de Torres ©
Pico Isabel de Torres

2
nights
Oranjestad, Aruba

Oranjestad ©
When vacationing on Aruba, don't miss taking a tour of Oranjestad, the capital of the small Caribbean island.
Kick off your visit on the 5th (Tue): visit a coastal fixture at California Lighthouse and then tour the pleasant surroundings at Eagle Beach. Here are some ideas for day two: tour the depths of the sea with a submarine tour, explore the striking landscape at Ayo and Casibari Rock Formations, and then tour the pleasant surroundings at Baby Beach.

For maps and other tourist information, you can read our Oranjestad road trip website .

Traveling by combination of shuttle and flight from Puerto Plata to Oranjestad takes 6 hours. Alternatively, you can do a combination of bus and flight; or fly. Traveling from Puerto Plata in March, plan for somewhat warmer nights in Oranjestad, with lows around 78°F. Finish your sightseeing early on the 6th (Wed) so you can fly to Kralendijk.

Things to do in Oranjestad

Outdoors Parks Beaches

Side Trips

Eagle Beach, California Lighthouse, Ayo and Casibari Rock Formations, Baby Beach
Find places to stay Mar 4 — 6:
Highlights from your plan
Eagle Beach ©
Eagle Beach
Baby Beach ©
Baby Beach
California Lighthouse ©
California Lighthouse

3
nights
Kralendijk, Bonaire

Kralendijk ©
The capital city and main port Bonaire, Kralendijk possesses a rich and varied history and natural heritage to explore on an adventurous and diverse itinerary.
Kick off your visit on the 7th (Thu): step off the mainland to explore Klein Bonaire, then explore the striking landscape at Salt Flats, and then make a trip to Slave Huts. On the 8th (Fri), you'll have a packed day of sightseeing: stroll through Donkey Sanctuary Bonaire and then explore the activities along Lac Bay.

To see more things to do, other places to visit, photos, and other tourist information, you can read our Kralendijk road trip site .

Traveling by flight from Oranjestad to Kralendijk takes an hour. In March, daily temperatures in Kralendijk can reach 86°F, while at night they dip to 77°F. Wrap up your sightseeing by early afternoon on the 9th (Sat) to allow enough time to travel to Willemstad.

Things to do in Kralendijk

Parks Nature Wildlife

Side Trip

Bonaire
Find places to stay Mar 6 — 9:
Highlights from your plan
Klein Bonaire ©
Klein Bonaire
Lac Bay ©
Lac Bay
Bonaire National Marine Park ©
Bonaire National Marine Park

3
nights
Willemstad, Curacao

Willemstad ©
Willemstad is the capital city of Curaçao, an island in the southern Caribbean Sea that forms a constituent country of the Kingdom of the Netherlands. Kick off your visit on the 9th (Sat): contemplate in the serene atmosphere at Fortkirche - De Fortkerk - The Fortchurch in Fort Amsterdam and then wander the streets of Riffort Village. On your second day here, take a stroll through Punda, then examine the collection at Mikve Israel-Emanuel Synagogue, and then see some colorful creatures with a scuba or snorkeling tour.

Before you visit Willemstad, use our trip planner to discover what you can do and see there.

You can do a combination of flight and bus from Kralendijk to Willemstad in 1.5 hours. In March, daytime highs in Willemstad are 87°F, while nighttime lows are 77°F. Wrap up your sightseeing on the 12th (Tue) to allow time to travel to New Smyrna Beach.

Things to do in Willemstad

Neighborhoods Wildlife Outdoors

Side Trip

Landhuis Ascension
Find places to stay Mar 9 — 12:
Highlights from your plan
Riffort Village ©
Riffort Village
Scuba & Snorkeling
Kura Hulanda Museum ©
Kura Hulanda Museum

3
nights
New Smyrna Beach, United States

New Smyrna Beach ©
New Smyrna Beach is a city in Volusia County, Florida, United States, located on the central east coast of the state, with the Atlantic Ocean to the east. On the 12th (Tue), take in the waterfront at Ponce Inlet Jetty. Get ready for a full day of sightseeing on the 13th (Wed): explore the galleries of Ponce de Leon Inlet Lighthouse & Museum, then admire the striking features of Stetson Mansion, and then admire the majestic nature at Blue Spring State Park.

To see photos, traveler tips, ratings, and more tourist information, you can read our New Smyrna Beach trip itinerary planning site .

Explore your travel options from Willemstad to New Smyrna Beach with the Route module. Traveling from Willemstad to New Smyrna Beach, you'll gain 1 hour due to the time zone difference. When traveling from Willemstad in March, plan for little chillier days and much colder nights in New Smyrna Beach: temperatures range from 73°F by day to 56°F at night. On the 15th (Fri), wrap the sightseeing up by early afternoon so you can drive to Charleston.

Things to do in New Smyrna Beach

Wildlife Parks Historic Sites

Side Trips

Ponce Inlet, Stetson Mansion, Merritt Island National Wildlife Refuge, Blue Spring State Park, Fishing Charters & Tours
Find places to stay Mar 12 — 15:
Highlights from your plan
Stetson Mansion ©
Stetson Mansion
Ponce de Leon Inlet Lighthouse & Museum ©
Fishing Charters & Tours

3
nights
Charleston, United States

Charleston ©
Many visitors describe their Charleston holiday as a warm embrace by an old, dear friend--who lived about 200 years ago.
On your second day here, take in nature's colorful creations at Magnolia Plantation & Gardens, then go for a charming ride with a horse-drawn carriage tour, and then take in nature's colorful creations at Washington Square.

For more things to do, reviews, maps, and tourist information, read our Charleston road trip planning website .

Drive from New Smyrna Beach to Charleston in 6 hours. Alternatively, you can fly; or do a combination of train and car. Traveling from New Smyrna Beach in March, expect Charleston to be slightly colder, temps between 66°F and 47°F. Wrap up your sightseeing by early afternoon on the 18th (Mon) to allow enough time to travel back home.

Things to do in Charleston

Historic Sites Parks Outdoors

Side Trip

Angel Oak Tree
Find places to stay Mar 15 — 18:
Highlights from your plan
Magnolia Plantation & Gardens ©
Magnolia Plantation & Gardens
Fort Sumter National Monument ©
Fort Sumter National Monument
Dolphin & Whale Watching

3
nights
Charlottesville, United States

Charlottesville ©
Situated at the foothills of the Blue Ridge Mountains, Charlottesville is perhaps best known as the home of three of the United States' founding fathers, including Thomas Jefferson.
Your day-by-day itinerary now includes Thomas Jefferson's Monticello. Here are some ideas for day two: explore the stunning scenery at Luray Caverns, get a taste of the local shopping with Warehouse Art Gallery, and then take in nature's colorful creations at Thomas Jefferson's Monticello.

To see reviews, maps, where to stay, and tourist information, read our Charlottesville trip planner .

You can fly from Charleston to Charlottesville in 5 hours. Alternatively, you can do a combination of flight and shuttle; or drive. Expect a bit cooler temperatures when traveling from Charleston in March; daily highs in Charlottesville reach 56°F and lows reach 35°F. On the 21st (Thu), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Charlottesville

Historic Sites Parks Nature

Side Trips

Luray, Appomattox Court House National Historical Park, James Madison's Montpelier
Find places to stay Mar 18 — 21:
Highlights from your plan
Monticello ©
Monticello
Luray Caverns ©
Luray Caverns

3
nights
Annapolis, United States

Annapolis ©
Capital of the United States for one year from 1783 to 1784, Annapolis has played a vital role in U.S.
Kick off your visit on the 21st (Thu): gain insight at St. John's College. On the 22nd (Fri), you'll have a packed day of sightseeing: contemplate the long history of Maryland State House, take a stroll through Annapolis Historic District, and then brush up on your military savvy at U.S. Naval Academy.

To find maps, ratings, reviews, and more tourist information, use the Annapolis online vacation planner .

You can drive from Charlottesville to Annapolis in 3 hours. Alternatively, you can do a combination of flight and bus; or do a combination of car, flight, and bus. While traveling from Charlottesville, expect little chillier days and about the same nights in Annapolis, ranging from highs of 50°F to lows of 36°F. Cap off your sightseeing on the 24th (Sun) early enough to travel to Jamesport.

Things to do in Annapolis

Historic Sites Neighborhoods Museums

Side Trip

Calvert Marine Museum and Drum Point Lighthouse
Find places to stay Mar 21 — 24:
Highlights from your plan
Maryland State House ©
Maryland State House
U.S. Naval Academy ©
U.S. Naval Academy
St. John's College ©
St. John's College

1
night
Jamesport, United States

Jamesport ©
Jamesport is a census-designated place (CDP) that roughly corresponds to the hamlet by the same name in the Town of Riverhead in Suffolk County, New York, United States. On the 24th (Sun), explore and take pictures at The East End Mushroom Company, then learn about winemaking at Bedell Cellars, then learn about winemaking at Raphael Winery, and finally learn about winemaking at Pindar Vineyards.

To see where to stay, traveler tips, more things to do, and other tourist information, refer to the Jamesport route builder site .

Explore your travel options from Annapolis to Jamesport with the Route module. In March, Jamesport is slightly colder than Annapolis - with highs of 45°F and lows of 27°F. On the 25th (Mon), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Jamesport

Wineries Tours

Side Trips

Cutchogue, Peconic, Wine Tours & Tastings
Find places to stay Mar 24 — 25:
Highlights from your plan
Pindar Vineyards ©
Pindar Vineyards
Bedell Cellars ©
Bedell Cellars
Wine Tours & Tastings

Similar Plans

60 days in United States BY A USER FROM UNITED KINGDOM May, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife, fast-paced, popular sights PREFERENCES: May, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Fast-paced 12 days in St. Augustine BY A USER FROM UNITED STATES March, teens, kids, outdoors, relaxing, beaches, historic sites, museums, wildlife, popular & hidden gems PREFERENCES: March, teens, kids, outdoors, relaxing, beaches, historic sites, museums, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 4 days in Savannah BY A USER FROM UNITED STATES June, relaxing, romantic, beaches, historic sites, museums, wildlife, hidden gems PREFERENCES: June, relaxing, romantic, beaches, historic sites, museums, wildlife ATTRACTION STYLE: Hidden gems PACE: Medium 6 days in Savannah BY A USER FROM UNITED STATES June, kids, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, wildlife, slow & easy, popular & hidden gems PREFERENCES: June, kids, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Slow & easy 8 days in Savannah BY A USER FROM UNITED STATES March, teens, kids, outdoors, relaxing, romantic, historic sites, shopping, wildlife, popular & hidden gems PREFERENCES: March, teens, kids, outdoors, relaxing, romantic, historic sites, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 8 days in Savannah & Tybee Island BY A USER FROM UNITED STATES March, relaxing, romantic, beaches, wildlife, slow & easy, popular & hidden gems PREFERENCES: March, relaxing, romantic, beaches, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Slow & easy 5 days in Savannah BY A USER FROM UNITED STATES June, kids, beaches, historic sites, shopping, wildlife, slow & easy, popular sights PREFERENCES: June, kids, beaches, historic sites, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Slow & easy 19 days in St. Augustine BY A USER FROM UNITED STATES February, relaxing, beaches, historic sites, museums, slow & easy, hidden gems PREFERENCES: February, relaxing, beaches, historic sites, museums ATTRACTION STYLE: Hidden gems PACE: Slow & easy 30 days in Savannah, Charleston & Myrtle Beach BY A USER FROM UNITED STATES July, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems PREFERENCES: July, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 41 days in United States & Russell BY A USER FROM CANADA February, culture, relaxing, museums, popular & hidden gems PREFERENCES: February, culture, relaxing, museums ATTRACTION STYLE: Popular & hidden gems PACE: Medium 4 days in Savannah BY A USER FROM UNITED STATES March, culture, outdoors, relaxing, romantic, historic sites, museums, shopping, wildlife, popular & hidden gems PREFERENCES: March, culture, outdoors, relaxing, romantic, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 4 days in Savannah BY A USER FROM UNITED STATES March, relaxing, historic sites, museums, wildlife, hidden gems PREFERENCES: March, relaxing, historic sites, museums, wildlife ATTRACTION STYLE: Hidden gems PACE: Medium
View more plans