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

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

Created using Inspirock trip itinerary planner

Plan created by another user. Make it yours
1
Los Angeles, United States
— 3 nights
2
New York City, United States
— 3 nights
3
Culebra, Puerto Rico
— 2 nights
4
Isla de Vieques, Puerto Rico
— 2 nights
5
Shoal Bay Village, Anguilla
— 1 night
6
St. Jean, St. Barthelemy
— 2 nights
7
Santo Domingo, Dominican Republic
— 1 night
8
Havana, Cuba
— 3 nights


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 Santa Monica Pier and Annenberg Community Beach House. Your cultural itinerary includes sights like Montana Avenue and La Brea Tar Pits and Museum. When in Los Angeles, make a side trip to see Third Street Promenade in Santa Monica, approximately Santa Monica away. There's much more to do: take a stroll through Abbot Kinney Boulevard, look for gifts at Amoeba Music, examine the collection at The Getty Center, and get a taste of the local shopping with The Grove.

To see ratings, traveler tips, maps, and other tourist information, read Los Angeles day trip planning tool.

Brisbane, Australia to Los Angeles is an approximately 17-hour flight. The time zone difference when traveling from Brisbane to Los Angeles is minus 18 hours. Plan for slightly colder temperatures traveling from Brisbane in March, with highs in Los Angeles at 27°C and lows at 14°C. Cap off your sightseeing on the 29th (Sun) early enough to 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
Montana Avenue ©
Montana Avenue
Santa Monica Pier ©
Santa Monica Pier
The Getty Center ©
The Getty Center

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.
Visit 9/11 Memorial and Tiles For America for their historical value. Give yourself a bit of retail therapy at Fifth Avenue and The Strand Bookstore. There's still lots to do: admire the masterpieces at The Metropolitan Museum of Art, go for a walk through Central Park, steep yourself in history at New York City Hall, and wander the streets of Times Square.

For ratings, more things to do, reviews, and more tourist information, you can read our New York City planning website.

Traveling by flight from Los Angeles to New York City takes 9 hours. Alternatively, you can drive; or take a train. Due to the time zone difference, you'll lose 3 hours traveling from Los Angeles to New York City. When traveling from Los Angeles in March, plan for much colder days and slightly colder nights in New York City: temperatures range from 11°C by day to 1°C at night. Cap off your sightseeing on the 2nd (Thu) early enough 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
Times Square ©
Times Square

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.
On the 3rd (Fri), kick back and relax at Playa Punta Soldado Beach and then tour the pleasant surroundings at Flamenco Beach. On the next day, enjoy the sand and surf at Carlos Rosario Beach, then browse the collection at Culebra Public Library, and then kick back and relax at Zoni Beach.

To see photos, reviews, ratings, and more tourist information, go to the Culebra trip itinerary planner.

Traveling by flight from New York City to Culebra takes 9 hours. The time zone difference when traveling from New York City to Culebra is 1 hour. Prepare for warmer weather when traveling from New York City in April: high temperatures in Culebra hover around 34°C and lows are around 28°C. Wrap up your sightseeing on the 4th (Sat) early enough to travel to Isla de Vieques.

Things to do in Culebra

Outdoors · Beaches · 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.
On the 5th (Sun), get great views at Puerto Ferro Lighthouse, then explore the ancient world of El Hombre de Puerto Ferro, and then tour the pleasant surroundings at Sun Bay Beach. Keep things going the next day: look for gifts at Isla Vida, take in the exciting artwork at Siddhia Hutchinson Fine Art Gallery, then enjoy the sand and surf at Media Luna Beach, and finally tour the pleasant surroundings at La Chiva.

To find maps, reviews, more things to do, and more tourist information, you can read our Isla de Vieques trip itinerary site.

Traveling by combination of flight and car from Culebra to Isla de Vieques takes 4 hours. Alternatively, you can 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

Outdoors · Beaches · 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 ©
Kick off your visit on the 7th (Tue): get a taste of the local shopping with Irie Life, then enjoy the sand and surf at Rendezvous Bay Beach, and then stroll through Shoal Bay.

To see maps, ratings, where to stay, and tourist information, read our Shoal Bay Village journey planner.

You can fly from Isla de Vieques to Shoal Bay Village in 5.5 hours. Expect a daytime high around 34°C in April, and nighttime lows around 28°C. Wrap up your sightseeing on the 7th (Tue) early enough to travel to St. Jean.

Things to do in Shoal Bay Village

Outdoors · Beaches · 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 stroll through St. Jean Beach. On the 9th (Thu), you'll have a packed day of sightseeing: steep yourself in history at Corossol, stroll through Grand Cul de Sac Beach, then stroll through Anse de Grande Saline, and finally shop like a local with Sea Spice.

For traveler tips and tourist information, read St. Jean road trip planning app.

You can do a combination of flight, car, and ferry from Shoal Bay Village to St. Jean in 2.5 hours. Alternatively, you can ride a ferry; or do a combination of ferry, shuttle, and flight. Finish your sightseeing early on the 9th (Thu) to allow enough time to travel to Santo Domingo.

Things to do in St. Jean

Outdoors · Beaches · 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): pause for some photo ops at Columbus Lighthouse (Faro A Colon), explore the world behind art at Amber Museum, then explore the historical opulence of Alcazar de Colon, and finally steep yourself in history at Fortaleza Ozama.

To find other places to visit, photos, more things to do, and other tourist information, you can read our Santo Domingo trip maker site.

You can fly from St. Jean to Santo Domingo in 6 hours. Wrap up your sightseeing on the 10th (Fri) to allow time to 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
Fortaleza Ozama ©
Fortaleza Ozama
Columbus Lighthouse (Faro A Colon) ©
Columbus Lighthouse (Faro A Colon)

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.
Malecón of Havana and Christopher Columbus Cemetery (Cemetario de Colon) will appeal to history buffs. Your cultural itinerary includes sights like Fortaleza de San Carlos de la Cabana and Museum of the Revolution (Museo de la Revolucion). There's lots more to do: appreciate the extensive heritage of Old Havana, admire the striking features of Casa de la Amistad, steep yourself in history at Castillo de la Real Fuerza, and take in the spiritual surroundings of Havana Cathedral.

To find ratings, photos, where to stay, and more tourist information, use the Havana trip planner.

You can fly from Santo Domingo to Havana in 5.5 hours. You'll gain 1 hour traveling from Santo Domingo to Havana due to the time zone difference. In April, plan for daily highs up to 36°C, and evening lows to 22°C. Finish your sightseeing early on the 13th (Mon) so you can travel back home.

Things to do in Havana

Historic Sites · Museums · Neighborhoods
Find places to stay Apr 10 — 13:
Highlights from your plan
Malecón of Havana ©
Malecón of Havana
Fortaleza de San Carlos de la Cabana ©
Fortaleza de San Carlos de la Cabana
Old Havana ©
Old Havana

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