5 days in Hawaii, Peru & Caribbean Itinerary
Created using Inspirock tour itinerary planner
Start: Newark, United States
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1
Honolulu, United States
— 1 day
Fly
2
Lahaina, United States
— 1 night
Fly
3
Cusco, Peru
— 1 night
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4
San Juan, Puerto Rico
— 1 day
Fly
End: Newark, United States
Wed, Dec 28 - Sun, Jan 1
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Honolulu, United States — 1 day

Big Pineapple
On the 28th (Wed), explore the different monuments and memorials at USS Arizona Memorial and then see some colorful creatures with a scuba or snorkeling tour.
To find reviews, traveler tips, ratings, and tourist information, go to the Honolulu trip planner.
Newark to Honolulu is an approximately 11-hour flight. Traveling from Newark to Honolulu, you'll gain 5 hours due to the time zone difference. Traveling from Newark in December, things will get much warmer in Honolulu: highs are around 82°F and lows about 69°F. Finish your sightseeing early on the 28th (Wed) to allow enough time to fly to Lahaina.
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To find reviews, traveler tips, ratings, and tourist information, go to the Honolulu trip planner.
Newark to Honolulu is an approximately 11-hour flight. Traveling from Newark to Honolulu, you'll gain 5 hours due to the time zone difference. Traveling from Newark in December, things will get much warmer in Honolulu: highs are around 82°F and lows about 69°F. Finish your sightseeing early on the 28th (Wed) to allow enough time to fly to Lahaina.
Find places to stay Dec 28 — 29:
Highlights from your trip
Lahaina, United States — 1 night
Crown Jewel of Maui
On the 29th (Thu), kick your exploration up a notch at some of the top local zipline courses and adventure parks, then discover the deep blue sea with a scuba or snorkeling tour, and then walk around Lahaina Banyan Court.
For more things to do, reviews, photos, and other tourist information, use the Lahaina tour planning site.
Traveling by flight from Honolulu to Lahaina takes 2.5 hours. In December in Lahaina, expect temperatures between 78°F during the day and 68°F at night. Finish up your sightseeing early on the 29th (Thu) so you can catch the flight to Cusco.
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For more things to do, reviews, photos, and other tourist information, use the Lahaina tour planning site.
Traveling by flight from Honolulu to Lahaina takes 2.5 hours. In December in Lahaina, expect temperatures between 78°F during the day and 68°F at night. Finish up your sightseeing early on the 29th (Thu) so you can catch the flight to Cusco.
Side Trip
Find places to stay Dec 28 — 29:
Highlights from your trip
Cusco, Peru — 1 night

Imperial City
On the 31st (Sat), steep yourself in history at Plaza de Armas, contemplate the long history of Sacsayhuaman, and then contemplate in the serene atmosphere at Qorikancha.
To see maps, ratings, photos, and other tourist information, read our Cusco trip itinerary builder site.
Traveling by flight from Lahaina to Cusco takes 24 hours. Traveling from Lahaina to Cusco, you'll lose 5 hours due to the time zone difference. Traveling from Lahaina in December, expect nights in Cusco to be colder, around 46°F, while days are a bit cooler, around 69°F. Cap off your sightseeing on the 31st (Sat) early enough to catch the flight to San Juan.
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To see maps, ratings, photos, and other tourist information, read our Cusco trip itinerary builder site.
Traveling by flight from Lahaina to Cusco takes 24 hours. Traveling from Lahaina to Cusco, you'll lose 5 hours due to the time zone difference. Traveling from Lahaina in December, expect nights in Cusco to be colder, around 46°F, while days are a bit cooler, around 69°F. Cap off your sightseeing on the 31st (Sat) early enough to catch the flight to San Juan.
Find places to stay Dec 30 — 31:
Highlights from your trip
San Juan, Puerto Rico — 1 day

Walled City
Kick off your visit on the 1st (Sun): get to know the fascinating history of Old San Juan.
For ratings, maps, and other tourist information, you can read our San Juan tour planner.
Getting from Cusco to San Juan by flight takes about 13.5 hours. You'll lose 1 hour traveling from Cusco to San Juan due to the time zone difference. When traveling from Cusco in January, plan for somewhat warmer days and much hotter nights in San Juan: temperatures range from 84°F by day to 73°F at night. Cap off your sightseeing on the 1st (Sun) early enough to catch the flight back home.
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For ratings, maps, and other tourist information, you can read our San Juan tour planner.
Getting from Cusco to San Juan by flight takes about 13.5 hours. You'll lose 1 hour traveling from Cusco to San Juan due to the time zone difference. When traveling from Cusco in January, plan for somewhat warmer days and much hotter nights in San Juan: temperatures range from 84°F by day to 73°F at night. Cap off your sightseeing on the 1st (Sun) early enough to catch the flight back home.
Find places to stay Jan 1 — 2:
Highlights from your trip
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Hawaii travel guide
The Aloha State
An archipelago of hundreds of volcanic islands located in a geological hot spot in the middle of Pacific, Hawaii offers diverse natural scenery and a warm tropical climate. The six major islands open to tourism draw visitors with their sun-drenched public beaches and craggy natural trails. Thanks to their mid-Pacific location, the islands boast a vibrant native culture influenced by both North America and Asia. You can spend your vacation basking in the modern comforts of the big hotels, but to experience the true spirit of these islands, remember that real Hawaiians live outdoors. Encounter nature by surfing, swimming, fishing, and picnicking, or join a guided tour across the ancient lava flows to the top of Hawaii's rugged volcanic peaks.
Peru travel guide
Land of the Incas
In a country renowned for its pre-Columbian archeological sites, no Peru vacation would be complete without an adrenaline-inducing hike to Machu Picchu, World Heritage-listed symbol of the once-mighty Incan Empire. Aside from visiting these spectacular ruins set against the backdrop of photogenic mountain peaks, most holidays in Peru also include an exploration of the country's pretty cities, boasting well-preserved colonial architecture and a slew of modern buildings housing fine museums, galleries, shops, and restaurants. Ideal for active vacationers, Peru trips are also tailor-made for gourmands, as the country's eclectic cuisine blends tasty influences from Africa, Asia, and Europe.
Puerto Rico travel guide
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.