8 days in Caribbean Itinerary

8 days in Caribbean Itinerary

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Route & dates

8 days in Caribbean Itinerary

Start: Phoenix, United States
Fly:  10​h 30​min
1
San Juan, Puerto Rico
— 2 nights
Fly:  2​h
2
Charlotte Amalie, U.S. Virgin Islands
— 2 nights
Fly:  1​h 30​min
3
Philipsburg, St. Maarten-St. Martin
— 3 nights
Fly:  10​h 15​min
End: Phoenix, United States

2
nights
San Juan, Puerto Rico

San Juan ©
Founded by the Spanish in 1521, San Juan is the oldest city under U.S.
Kick off your visit on the 18th (Sat): browse the exhibits of Walter Otero Contemporary Art, then get to know the fascinating history of Sitio Histórico de San Juan, then admire the masterpieces at La Casa de los Contrafuertes, and finally appreciate the extensive heritage of Old San Juan. Get ready for a full day of sightseeing on the 19th (Sun): look for gifts at Coqui International, kick back and relax at Luquillo Beach, and then get some fabulous bargains at The Outlet Mall 66.

To find traveler tips, photos, ratings, and tourist information, go to the San Juan journey planning site .

Phoenix, USA to San Juan is an approximately 10.5-hour flight. You can also do a combination of flight and car. Due to the time zone difference, you'll lose 3 hours traveling from Phoenix to San Juan. Expect somewhat warmer weather when traveling from Phoenix in January: highs in San Juan hover around 84°F, while lows dip to 73°F. Wrap up your sightseeing on the 19th (Sun) to allow time to travel to Charlotte Amalie.

Things to do in San Juan

Historic Sites Neighborhoods Beaches

Side Trips

Luquillo Beach, Coqui International
Find places to stay Jan 17 — 19:
Highlights from your plan
Sitio Histórico de San Juan ©
Sitio Histórico de San Juan
Old San Juan ©
Old San Juan
Luquillo Beach ©
Luquillo Beach

2
nights
Charlotte Amalie, U.S. Virgin Islands

Charlotte Amalie ©
One of the most visited cruise ship destinations in the Caribbean, the town of Charlotte Amalie is known around the world for its duty-free jewelry, perfume, and liquor shops.
Kick off your visit on the 20th (Mon): enjoy the sand and surf at Trunk Bay and then stroll through Magens Bay. Get ready for a full day of sightseeing on the 21st (Tue): get up close and personal with brilliant marine life at Coral World Ocean Park, then enjoy the sand and surf at Coki Point Beach, and then look for gifts at Diamonds International.

For maps, other places to visit, and tourist information, use the Charlotte Amalie online itinerary planner .

Fly from San Juan to Charlotte Amalie in 2 hours. In January, plan for daily highs up to 84°F, and evening lows to 73°F. Finish up your sightseeing early on the 21st (Tue) so you can travel to Philipsburg.

Things to do in Charlotte Amalie

Parks Beaches Outdoors

Side Trips

East End, Magens Bay, Trunk Bay
Find places to stay Jan 19 — 21:
Highlights from your plan
Trunk Bay ©
Trunk Bay
Magens Bay ©
Magens Bay
Coki Point Beach ©
Coki Point Beach

3
nights
Philipsburg, St. Maarten-St. Martin

Philipsburg ©
Take a trip to Philipsburg, the capital of Sint Maarten, and enjoy dynamic nightlife and great shopping.
Head to Caribbean Gems and Tropismes Galleryfor plenty of shopping. We've included these beaches for you: Maho Beach and Dawn Beach. There's more to do: enjoy the sand and surf at Orient Bay Beach and stroll through Mullet Bay Beach.

To find other places to visit, reviews, maps, and tourist information, you can read our Philipsburg trip planner .

Getting from Charlotte Amalie to Philipsburg by flight takes about 1.5 hours. Other options: do a combination of flight and ferry. January in Philipsburg sees daily highs of 83°F and lows of 75°F at night. Cap off your sightseeing on the 24th (Fri) early enough to travel back home.

Things to do in Philipsburg

Beaches Outdoors Parks

Side Trips

Sint Maarten, Orient Bay Beach, Maho Beach, Cupecoy Bay Beach, Tropismes Gallery
Find places to stay Jan 21 — 24:
Highlights from your plan
Caribbean Gems ©
Caribbean Gems
Maho Beach ©
Maho Beach
Orient Bay Beach ©
Orient Bay Beach

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