21 days in Los Angeles, New York City & Caribbean Itinerary

21 days in Los Angeles, New York City & Caribbean Itinerary

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Route & dates

21 days in Los Angeles, New York City & Caribbean Itinerary

Start: Brisbane, Australia
Fly:  15​h
1
Los Angeles, United States
— 3 nights
Fly:  9​h
2
New York City, United States
— 3 nights
Fly:  6​h 30​min
3
Culebra, Puerto Rico
— 2 nights
Fly + Drive:  2​h 30​min
4
Isla de Vieques, Puerto Rico
— 2 nights
Fly:  3​h
5
Shoal Bay Village, Anguilla
— 1 night
taxi + Fly:  30​min
6
St. Jean, St. Barthelemy
— 2 nights
Fly:  3​h
7
Santo Domingo, Dominican Republic
— 1 night
Fly:  3​h
8
Havana, Cuba
— 3 nights
Fly:  26​h
End: Brisbane, Australia


Learn more about your trip

3
nights
Los Angeles, United States

Los Angeles ©
Surrounded by mountain ranges, forests, valleys, beaches, and deserts, the metropolitan area of Los Angeles is home to over 17 million people.
Your inner history buff will appreciate Annenberg Community Beach House and La Brea Tar Pits and Museum. Satisfy your inner culture vulture at Abbot Kinney Boulevard and Hammer Museum. You'll find plenty of places to visit near Los Angeles: Santa Monica (Third Street Promenade & Montana Avenue). The adventure continues: hunt for treasures at Melrose Trading Post, examine the collection at The Getty Center, take in the exciting artwork at Annenberg Space for Photography, and stop by Amoeba Music.

To see reviews, maps, photos, and more tourist information, read our Los Angeles online journey planner .

Brisbane, Australia to Los Angeles is an approximately 16-hour flight. You can also do a combination of flight and train. Traveling from Brisbane to Los Angeles, you'll gain 18 hours due to the time zone difference. Traveling from Brisbane in March, things will get slightly colder in Los Angeles: highs are around 27°C and lows about 14°C. Finish your sightseeing early on the 29th (Sun) so you can travel to New York City.

Things to do in Los Angeles

Shopping Museums Historic Sites

Side Trip

Santa Monica
Find places to stay Mar 26 — 29:
Highlights from your plan
Abbot Kinney Boulevard ©
Abbot Kinney Boulevard
The Getty Center ©
The Getty Center
Santa Monica Pier ©
Santa Monica Pier

3
nights
New York City, United States

New York City ©
Writer Pearl Buck once called New York City “a place apart,” and this giant urban center remains unlike any other in the world.
Do your shopping at Fifth Avenue and Tiles For America. Get some cultural insight at The Metropolitan Museum of Art and 9/11 Memorial. There's much more to do: go for a walk through Central Park, steep yourself in history at New York City Hall, take an in-depth tour of Ellis Island, and stop by The Strand Bookstore.

For maps, other places to visit, where to stay, and more tourist information, read New York City sightseeing planner .

Traveling by flight from Los Angeles to New York City takes 9 hours. Alternatively, you can do a combination of flight and bus; or drive. The time zone changes from Pacific Standard Time to Eastern Standard Time, which is usually a 3 hour difference. Traveling from Los Angeles in March, expect nights in New York City to be a bit cooler, around 1°C, while days are much colder, around 11°C. Finish your sightseeing early on the 2nd (Thu) to allow enough time to travel to Culebra.

Things to do in New York City

Museums Historic Sites Parks
Find places to stay Mar 30 — Apr 2:
Highlights from your plan
9/11 Memorial ©
9/11 Memorial
The Metropolitan Museum of Art ©
The Metropolitan Museum of Art
Ellis Island ©
Ellis Island

2
nights
Culebra, Puerto Rico

Culebra ©
With much of Culebra a nature refuge, the tropical island has been protected from overdevelopment, chain hotels, and the cruise set.
Start off your visit on the 3rd (Fri): stroll through Playa Punta Soldado Beach and then stroll through Flamenco Beach. On the 4th (Sat), you'll have a packed day of sightseeing: kick back and relax at Carlos Rosario Beach, look for gifts at Zinkowski Art Studio, then get lost in a book at Culebra Public Library, and finally enjoy the sand and surf at Zoni Beach.

To find maps, ratings, other places to visit, and more tourist information, refer to the Culebra online tour itinerary planner .

Traveling by flight from New York City to Culebra takes 6.5 hours. Alternatively, you can do a combination of bus and flight; or do a combination of flight, shuttle, and ferry. The time zone changes from Eastern Standard Time to Atlantic Standard Time, which is usually a 1 hour difference. Traveling from New York City in April, things will get much hotter in Culebra: highs are around 34°C and lows about 28°C. Finish your sightseeing early on the 4th (Sat) to allow enough time to travel to Isla de Vieques.

Things to do in Culebra

Beaches Outdoors Parks
Find places to stay Apr 2 — 4:
Highlights from your plan
Flamenco Beach ©
Flamenco Beach
Zoni Beach ©
Zoni Beach
Playa Punta Soldado Beach ©
Playa Punta Soldado Beach

2
nights
Isla de Vieques, Puerto Rico

Isla de Vieques ©
For sixty years until 2003, most of the Isla de Vieques was closed off to the public, with the US Navy using the island's beaches and surrounding waters for drills and testing of new military machinery, such as bombs.
Start off your visit on the 5th (Sun): contemplate the long history of Puerto Ferro Lighthouse, delve into the distant past at El Hombre de Puerto Ferro, and then contemplate the waterfront views at Sun Bay. Get ready for a full day of sightseeing on the 6th (Mon): look for gifts at Isla Vida, then take in the exciting artwork at Siddhia Hutchinson Fine Art Gallery, then enjoy the sand and surf at Media Luna Beach, and finally enjoy the sand and surf at La Chiva.

To find traveler tips, other places to visit, photos, and tourist information, you can read our Isla de Vieques day trip planning tool .

You can do a combination of flight and car from Culebra to Isla de Vieques in 2.5 hours. Another option is to ride a ferry. In April, plan for daily highs up to 34°C, and evening lows to 28°C. Finish up your sightseeing early on the 6th (Mon) so you can travel to Shoal Bay Village.

Things to do in Isla de Vieques

Beaches Outdoors Parks
Find places to stay Apr 4 — 6:
Highlights from your plan
Sun Bay Beach ©
Sun Bay Beach
Media Luna Beach ©
Media Luna Beach
La Chiva ©
La Chiva

1
night
Shoal Bay Village, Anguilla

Shoal Bay Village ©
Start off your visit on the 7th (Tue): stop by Irie Life, enjoy the sand and surf at Rendezvous Bay Beach, and then enjoy the sand and surf at Shoal Bay.

To find traveler tips, ratings, other places to visit, and tourist information, go to the Shoal Bay Village trip itinerary builder site .

Fly from Isla de Vieques to Shoal Bay Village in 3 hours. Alternatively, you can do a combination of flight and ferry. April in Shoal Bay Village sees daily highs of 34°C and lows of 28°C at night. Finish your sightseeing early on the 7th (Tue) so you can travel to St. Jean.

Things to do in Shoal Bay Village

Beaches Outdoors Parks

Side Trips

Irie Life, Rendezvous Bay Beach
Find places to stay Apr 6 — 7:
Highlights from your plan
Shoal Bay ©
Shoal Bay
Rendezvous Bay Beach ©
Rendezvous Bay Beach

2
nights
St. Jean, St. Barthelemy

St. Jean ©
On the 8th (Wed), enjoy the sand and surf at Colombier Beach and then kick back and relax at St. Jean Beach. On the next day, contemplate the long history of Corossol, kick back and relax at Grand Cul de Sac Beach, then kick back and relax at Anse de Grande Saline, and finally look for gifts at Sea Spice.

Plan a St. Jean trip in moments using our itinerary builder.

St. Jean is just a stone's throw from Shoal Bay Village. Finish your sightseeing early on the 9th (Thu) so you can travel to Santo Domingo.

Things to do in St. Jean

Beaches Outdoors Parks

Side Trips

St. Barthelemy, Grand Cul de Sac Beach
Find places to stay Apr 7 — 9:
Highlights from your plan
St. Jean Beach ©
St. Jean Beach
Colombier Beach ©
Colombier Beach
Grand Cul de Sac Beach ©
Grand Cul de Sac Beach

1
night
Santo Domingo, Dominican Republic

Santo Domingo ©
Santo Domingo, the capital of the Dominican Republic, remains the oldest continuously inhabited settlement in the New World.
Start off your visit on the 10th (Fri): appreciate the history behind Columbus Lighthouse (Faro A Colon), take in the spiritual surroundings of Catedral Primada de America, then admire the masterpieces at Amber Museum, then step into the grandiose world of Alcazar de Colon, and finally contemplate the long history of Fortaleza Ozama.

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

Traveling by flight from St. Jean to Santo Domingo takes 3 hours. Finish up your sightseeing early on the 10th (Fri) so you can travel to Havana.

Things to do in Santo Domingo

Historic Sites Museums Shopping
Find places to stay Apr 9 — 10:
Highlights from your plan
Alcazar de Colon ©
Alcazar de Colon
Catedral Primada de America
Catedral Primada de America
Fortaleza Ozama ©
Fortaleza Ozama

3
nights
Havana, Cuba

Havana ©
Cuba's capital and major commercial center, Havana manages to be very old and very modern at the same time.
Satisfy your inner culture vulture at El Malecon and Christopher Columbus Cemetery (Cemetario de Colon). Deepen your sense of the past at sights like Fortaleza de San Carlos de la Cabana and El Morro. There's still lots to do: get to know the fascinating history of Old Havana, contemplate the long history of Casa de la Amistad, take in the exciting artwork at Estudio Taller Santacana, and make a trip to Plaza de Armas.

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

You can fly from Santo Domingo to Havana in 3 hours. The time zone difference when traveling from Santo Domingo to Havana is minus 1 hour. April in Havana sees daily highs of 36°C and lows of 22°C at night. Wrap up your sightseeing on the 13th (Mon) to allow time to travel back home.

Things to do in Havana

Historic Sites Museums Neighborhoods
Find places to stay Apr 10 — 13:
Highlights from your plan
El Malecon ©
El Malecon
Fortaleza de San Carlos de la Cabana ©

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