28 days in Caribbean, United States & South Pacific Itinerary

28 days in Caribbean, United States & South Pacific Itinerary

Created using Inspirock Trip Planner

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Fly
1
San Juan, Puerto Rico
— 3 nights
Fly
2
Isla de Vieques, Puerto Rico
— 3 nights
Fly
3
St. Croix, U.S. Virgin Islands
— 1 day
+3
Fly to Charlotte Amalie, Drive to Red Hook, St Thomas, Ferry to Cruz Bay, St John, Drive to Virgin Islands National Park
4
Virgin Islands National Park, U.S. Virgin Islands
— 3 nights
+2
Drive to Cruz Bay, St John, Ferry to Red Hook, St Thomas, Fly to New York JFK
5
New York City, United States
— 6 nights
Fly
6
Las Vegas, United States
— 4 nights
Fly
7
Pago Pago, American Samoa
— 1 night
Fly
8
Hagatna, Guam
— 1 day
Fly
9
Saipan, Northern Mariana Islands
— 1 night
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San Juan, Puerto Rico

— 3 nights

Walled City

Founded by the Spanish in 1521, San Juan is the oldest city under U.S. jurisdiction and one of the oldest in the Americas.
Explore San Juan's surroundings by going to El Yunque Rain Forest (in El Yunque National Forest) and Scuba & Snorkeling (in Fajardo). The adventure continues: appreciate the extensive heritage of Old San Juan, look for gifts at Spicy Caribbee, contemplate the long history of Sitio Histórico de San Juan, and take in the architecture and atmosphere at Catedral Basilica Menor de San Juan Bautista.

To see maps, more things to do, traveler tips, and other tourist information, read our San Juan online road trip planner.

Chennai, India to San Juan is an approximately 26-hour flight. You'll gain 9.5 hours traveling from Chennai to San Juan due to the time zone difference. Plan for slightly colder temperatures traveling from Chennai in May, with highs in San Juan at 36°C and lows at 28°C. Finish up your sightseeing early on the 23rd (Tue) so you can travel to Isla de Vieques.

Things to do in San Juan

Wildlife · Parks · Nature · Outdoors

Side Trips

Find places to stay May 19 — 23:

Isla de Vieques, Puerto Rico

— 3 nights

Isla Nena

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.
Isla de Vieques is known for beaches, nature, and adventure. Your plan includes some of its best attractions: stroll through Sun Bay Beach, discover the deep blue sea with a scuba or snorkeling tour, get great views at Puerto Ferro Lighthouse, and enjoy the sand and surf at Caracas Beach.

To see ratings, reviews, and tourist information, read Isla de Vieques vacation planning site.

You can fly from San Juan to Isla de Vieques in 2 hours. Alternatively, you can do a combination of car and ferry; or do a combination of shuttle and ferry. Expect a daytime high around 34°C in May, and nighttime lows around 28°C. Wrap up your sightseeing on the 26th (Fri) to allow time to travel to St. Croix.

Things to do in Isla de Vieques

Outdoors · Parks · Beaches · Wildlife
Find places to stay May 23 — 26:

St. Croix, U.S. Virgin Islands

— 1 day

Twin City

The largest of the U.S. Virgin Islands, St.
On the 26th (Fri), steep yourself in history at Fort Christiansvaern, tour the pleasant surroundings at Buck Island Reef National Monument, and then add some adventure to your tour with a kayaking and canoeing tour.

To see where to stay, traveler tips, photos, and more tourist information, use the St. Croix trip itinerary planning app.

Fly from Isla de Vieques to St. Croix in 3.5 hours. In May, plan for daily highs up to 36°C, and evening lows to 28°C. Wrap up your sightseeing on the 26th (Fri) to allow time to travel to Virgin Islands National Park.

Things to do in St. Croix

Parks · Wildlife · Outdoors · Tours
Find places to stay May 26 — 27:

Virgin Islands National Park, U.S. Virgin Islands

— 3 nights
The hills, valleys, and tropical rainforest of Virgin Islands National Park tell only half the story, with just as much (if not more) to be found under the sea.
Get out of town with these interesting Virgin Islands National Park side-trips: Smith Bay (Coral World Ocean Park & Coki Point Beach) and Magens Bay (in Magens Bay). The adventure continues: enjoy the sand and surf at Trunk Bay Beach, stop by TuTu Much, and get a new perspective on things with Boat Tours & Water Sports.

To see more things to do, traveler tips, and other tourist information, read Virgin Islands National Park driving holiday website.

Do a combination of flight, car, and ferry from St. Croix to Virgin Islands National Park in 3 hours. Alternatively, you can do a combination of ferry and car. In May, daily temperatures in Virgin Islands National Park can reach 36°C, while at night they dip to 29°C. Finish your sightseeing early on the 29th (Mon) to allow enough time to travel to New York City.

Things to do in Virgin Islands National Park

Outdoors · Parks · Beaches · Wildlife

Side Trips

Find places to stay May 26 — 29:

New York City, United States

— 6 nights

Big Apple

Writer Pearl Buck once called New York City “a place apart,” and this giant urban center remains unlike any other in the world.
New York City is known for museums, nightlife, and shopping. Your plan includes some of its best attractions: take in the pleasant sights at Central Park, admire the landmark architecture of Grand Central Terminal, don't miss a visit to Statue of Liberty National Monument, and stroll through The High Line.

To find reviews, where to stay, ratings, and other tourist information, refer to the New York City day trip planner.

You can do a combination of car, ferry, and flight from Virgin Islands National Park to New York City in 8.5 hours. The time zone changes from Atlantic Standard Time (AST) to Eastern Standard Time (EST), which is usually a -1 hour difference. Traveling from Virgin Islands National Park in May, you will find days in New York City are little chillier (24°C), and nights are cooler (15°C). Wrap up your sightseeing on the 5th (Mon) to allow time to travel to Las Vegas.

Things to do in New York City

Museums · Parks · Historic Sites · Neighborhoods
Find places to stay May 30 — Jun 5:

Las Vegas, United States

— 4 nights

Sin City

Nicknamed the "Entertainment Capital of the World," Las Vegas sits in the middle of a desert in the southern section of Nevada.
When in Las Vegas, make a side trip to see Hoover Dam in Boulder City, approximately Boulder City away. The adventure continues: don't miss a visit to Fountains of Bellagio, try your luck at New York New York Casino, admire the natural beauty at Bellagio Conservatory & Botanical Gardens, and buy something for everyone on your list at The Grand Canal Shoppes at The Venetian Resort.

To see where to stay, photos, and other tourist information, read Las Vegas trip maker app.

You can fly from New York City to Las Vegas in 9 hours. Alternatively, you can drive; or do a combination of train and bus. You'll gain 3 hours traveling from New York City to Las Vegas due to the time zone difference. When traveling from New York City in June, plan for much warmer days and a bit warmer nights in Las Vegas: temperatures range from 46°C by day to 29°C at night. You'll set off for Pago Pago on the 9th (Fri).

Things to do in Las Vegas

Parks · Shopping · Fun & Games · Casinos

Side Trip

Find places to stay Jun 4 — 9:

Pago Pago, American Samoa

— 1 night
Head to Pago Pago, the territorial capital of American Samoa, for an authentic Pacific Islands holiday.
Kick off your visit on the 10th (Sat): stroll through National Park of American Samoa.

To find more things to do, where to stay, photos, and tourist information, refer to the Pago Pago trip website.

The Route module can help you plan travel from Las Vegas to Pago Pago. Traveling from Las Vegas to Pago Pago, you'll gain 2 hours due to the time zone difference. While traveling from Las Vegas, expect slightly colder days and about the same nights in Pago Pago, ranging from highs of 34°C to lows of 27°C. You'll set off for Hagatna on the 11th (Sun).

Things to do in Pago Pago

Parks · Nature
Find places to stay Jun 9 — 11:
Highlights from your trip

Hagatna, Guam

— 1 day
The second smallest settlement on the island, Agana is the capital of Guam and the seat of its government.
On the 13th (Tue), look for gifts at JP Super Store and then kick back and relax at Ypao Beach Park.

For ratings, maps, more things to do, and tourist information, read our Hagatna sightseeing planning app.

Getting from Pago Pago to Hagatna by flight takes about 27 hours. Traveling from Pago Pago to Hagatna, you'll lose 20 hours due to the time zone difference. Expect a daytime high around 37°C in June, and nighttime lows around 30°C. Wrap up your sightseeing on the 13th (Tue) to allow time to travel to Saipan.

Things to do in Hagatna

Parks · Beaches · Outdoors · Shopping

Side Trip

Find places to stay Jun 12 — 13:

Saipan, Northern Mariana Islands

— 1 night
As the largest of Northern Mariana Islands, Saipan represents an important entry port in the archipelago.
On the 14th (Wed), explore the fascinating underground world of The Grotto, then don't miss a visit to Suicide Cliff, and then discover the deep blue sea with a scuba or snorkeling tour.

For reviews, maps, and more tourist information, refer to the Saipan online road trip planner.

Traveling by flight from Hagatna to Saipan takes 4 hours. In June, plan for daily highs up to 36°C, and evening lows to 30°C. Wrap up your sightseeing on the 14th (Wed) early enough to travel back home.

Things to do in Saipan

Wildlife · Outdoors · Tours · Parks
Find places to stay Jun 13 — 14:

Puerto Rico travel guide

4.5
Historic Walking Areas · Beaches · Forests
A U.S. territory encompassing one big island and several smaller ones, Puerto Rico appeals to visitors from around the globe with its rich history, pleasant climate, natural beauty, and renowned local cuisine. Most tourists take a vacation in Puerto Rico for that classic seaside experience, though the island offers much more than just sun and sand. Tours of Puerto Rico usually start in the city of San Juan, which boasts a trendy bar scene and plenty of art museums for visitors looking to add a bit of culture to their vacation. A short drive from the island's urban centers, pristine rainforests serve as peaceful retreats from the city bustle and ensure plenty of chances to spot wildlife and take exhilarating nature walks.

U.S. Virgin Islands travel guide

4.5
Beaches · Gift & Specialty Shops · Scuba & Snorkeling
America's Paradise
Three main and a number of minor islands that make up U.S. Virgin Islands treat visitors to a blend of historical sites and picture-perfect beaches. Though officially American territory--nicknamed "America's Paradise"--these islands boast a mix of cultures that make for culturally enriching vacations. A no-passport-required status makes holidays in U.S. Virgin Islands extremely popular with American tourists, who flock to this tropical heaven to enjoy scenic beaches, outdoor activities, and tasty local food. The islands are also a duty-free shopping destination, which also makes them appealing to shopaholics from across the world.

United States travel guide

4.5
Specialty Museums · Beaches · Historic Sites
More than the country of car-packed streets seen in TV shows and movies, the United States of America is a complex and diverse home to over 300 million people living in a wide range of landscapes and climates. From its big-city skyscrapers to its sprawling natural parks, the country's ''melting pot'' combines many ethnic groups that share a strong sense of national identity despite their cultural differences. A country of road trips and big blue skies, the United States harbors orderly cities filled with restaurants, parks, museums, and innumerable sightseeing opportunities, as well as pristine natural areas perfect for a holiday in the great outdoors. To see as much as you can of this diverse land quickly, drive over some of the more than 6 million km (4 million mi) of highways leading through deserts, mountain peaks, fertile fields, and giant urban centers.

American Samoa travel guide

3.4
Nature & Parks · Nightlife · Museums
Visit American Samoa, a land made up of five volcanic islands and two coral atolls, for a holiday as adventurous or relaxing as you want to make it. The untouched landscape supports an abundance of protected wildlife, and many tourism businesses are locally owned, operated, and sustainable. The islands' numerous cultural heritage highlights give visitors a sense of the spirituality and calm that native inhabitants have maintained for millennia. Traversable by land and sea, this unincorporated territory of the United States offers many new perspectives on a fascinating culture and environment.

Guam travel guide

3.5
Beaches · Shopping Malls · Landmarks
Indigenous, Spanish colonial, and American influences are all visible during a vacation in Guam, a Pacific island that forms part of the Mariana Archipelago. First settled by the indigenous Chamorro people centuries ago, the island was "discovered" by Ferdinand Magellan in 1521-- Spanish colonial powers eventually settled the island in 1668. Today the island is a U.S. territory, with many mainland U.S. citizens choosing to visit Guam as a visa-free way to enjoy the Pacific. Tourism in Guam focuses heavily on the island's picturesque beaches, extensive diving opportunities, and indigenous culture and history.

Northern Mariana Islands travel guide

3.8
Islands · Caves · Nature & Parks
An archipelago of 15 islands north of Guam, Northern Mariana Islands remains best known for its tropical weather, excellent scuba diving, and sobering historical reminders of World War II. Originally settled by the Chamorro people, the seemingly remote archipelago has endured a surprisingly turbulent history thanks to its strategic location in the South Pacific. Ferdinand Magellan landed in 1521 and claimed the islands for the Spanish, but since then the archipelago came under successive German, Japanese, and finally U.S. rule. A holiday in Northern Mariana Islands typically involves lazing on pristine beaches, enjoying succulent tropical fruits, and scuba diving among the many impressive offshore shipwrecks.