21 days in Caribbean Itinerary

21 days in Caribbean Itinerary

Created using Inspirock Caribbean itinerary planner

Plan created by another user. Make it yours

Route & dates

1
San Juan, Puerto Rico
— 2 nights
2
St. Eustatius, St. Eustatius
— 3 nights
3
Windwardside, Saba
— 4 nights
4
Philipsburg, St. Maarten-St. Martin
— 3 nights
5
Basseterre, St. Kitts and Nevis
— 4 nights
6
San Juan, Puerto Rico
— 2 nights

2
nights
San Juan, Puerto Rico

San Juan ©
Founded by the Spanish in 1521, San Juan is the oldest city under U.S.
Venture out of the city with trips to Trollbeads (in Canovanas), El Yunque Rain Forest (in El Yunque National Forest) and Monkey Threads (in Luquillo). There's lots more to do: get to know the fascinating history of Old San Juan, indulge in some culinary diversions at a local gastronomic tour, view the masterpieces at La Casa de los Contrafuertes, and pause for some photo ops at Juan Ponce de Leon Statue.

For where to stay, traveler tips, ratings, and more tourist information, use the San Juan tour itinerary planner.

Sydney, Australia to San Juan is an approximately 27-hour flight. The time zone difference moving from Australian Eastern Standard Time (AEST) to Atlantic Standard Time (AST) is minus 14 hours. Plan for a bit warmer temperatures traveling from Sydney in November, with highs in San Juan at °C and lows at °C. Cap off your sightseeing on the 17th (Tue) early enough to travel to St. Eustatius.

Things to do in San Juan

Tours Historic Sites Parks

Side Trips

Trollbeads, El Yunque Rain Forest, Monkey Threads
Find places to stay Nov 15 — 17:
Highlights from your plan
El Yunque Rain Forest ©
El Yunque Rain Forest
Old San Juan ©
Old San Juan
Sitio Histórico de San Juan ©
Sitio Histórico de San Juan

3
nights
St. Eustatius, St. Eustatius

St. Eustatius ©
Once a tax-free haven and the busiest seaport in the world, St.
Kick off your visit on the 18th (Wed): identify plant and animal life at Zeelandia Beach, thenexplore the wealth of natural beauty at Quill/Boven National Park, and then steep yourself in history at Fort de Windt. On the next day, contemplate the long history of Fort Oranje, kick back and relax at Oranje Bay Oranjestad Beach, thenadmire the natural beauty at Miriam C. Schmid Botanical Garden, and finally contemplate the long history of St Eustatius Historical Foundation Museum.

To see reviews, ratings, other places to visit, and other tourist information, read our St. Eustatius trip itinerary website.

You can fly from San Juan to St. Eustatius in 6 hours. Expect slightly colder weather when traveling from San Juan in November: highs in St. Eustatius hover around °C, while lows dip to °C. Finish your sightseeing early on the 20th (Fri) to allow enough time to fly to Windwardside.

Things to do in St. Eustatius

Parks Historic Sites Beaches
Find places to stay Nov 17 — 20:
Highlights from your plan
Quill/Boven National Park ©
Quill/Boven National Park
Fort de Windt ©
Fort de Windt
Miriam C. Schmid Botanical Garden ©
Miriam C. Schmid Botanical Garden

4
nights
Windwardside, Saba

Windwardside ©
Windwardside is the second largest town on the island of Saba, aptly named for being on the windward side of the island.GeographyThe hike up the stairs to the top of Mount Scenery can begin from the road just outside Windwardside.TourismTwo banks and several dive shops as well as multiple grocery stores, gift shops, etc. Windwardside is known for nature, museums, and shopping. Your plan includes some of its best attractions: take your sightseeing to a higher altitude at Mount Scenery, shop like a local with Jo Bean Glass, don't miss a visit to Tent Reef Wall, and explore the activities along Saba National Marine Park.

To see more things to do, where to stay, reviews, and more tourist information, go to the Windwardside trip itinerary site.

You can fly from St. Eustatius to Windwardside in 4 hours. Alternatively, you can ride a ferry. In November, daytime highs in Windwardside are °C, while nighttime lows are °C. Finish your sightseeing early on the 24th (Tue) to allow enough time to ride a ferry to Philipsburg.

Things to do in Windwardside

Parks Nature Wildlife

Side Trips

Saba, The Bottom, Saba National Marine Park
Find places to stay Nov 20 — 24:
Highlights from your plan
Mount Scenery ©
Mount Scenery
Saba National Marine Park ©
Saba National Marine Park
Ladder Bay ©
Ladder Bay

3
nights
Philipsburg, St. Maarten-St. Martin

Take a trip to Philipsburg, the capital of Sint Maarten, and enjoy dynamic nightlife and great shopping.
Kick off your visit on the 25th (Wed): appreciate the history behind Brown Pelicans, kick back and relax at Maho Beach, and then get some thrills on the water with a speed boat tour. Get ready for a full day of sightseeing on the 26th (Thu): enjoy the sand and surf at Orient Bay Beach, thenenjoy the sand and surf at Great Bay Beach, and then don't miss a visit to Frontstreet.

To find other places to visit, photos, and other tourist information, read our Philipsburg online trip itinerary maker.

Traveling by ferry from Windwardside to Philipsburg takes 2.5 hours. Alternatively, you can fly. Expect a daytime high around °C in November, and nighttime lows around °C. Wrap up your sightseeing by early afternoon on the 27th (Fri) to allow enough time to travel to Basseterre.

Things to do in Philipsburg

Outdoors Parks Beaches

Side Trips

Simpson Bay, Mullet Bay Beach, Maho Beach, Orient Bay Beach
Find places to stay Nov 24 — 27:
Highlights from your plan
Speed Boats Tours
Maho Beach ©
Maho Beach
Mullet Bay Beach ©
Mullet Bay Beach

4
nights
Basseterre, St. Kitts and Nevis

Basseterre ©
Step out of Basseterre to go to Charlestown and see Pinney's Beach, which is approximately 56 minutes away.

For traveler tips, more things to do, and tourist information, go to the Basseterre trip itinerary planning site.

Traveling by flight from Philipsburg to Basseterre takes 3.5 hours. In November in Basseterre, expect temperatures between °C during the day and °C at night. Wrap up your sightseeing on the 1st (Tue) early enough to travel to San Juan.

Things to do in Basseterre

Parks Outdoors Wildlife

Side Trips

St. Kitts, Pinney's Beach
Find places to stay Nov 27 — Dec 1:
Highlights from your plan
Brimstone Hill Fortress National Park ©
Brimstone Hill Fortress National Park
Pinney's Beach ©
Pinney's Beach
Cockleshell Beach ©
Cockleshell Beach

2
nights
San Juan, Puerto Rico

San Juan ©
On the 1st (Tue), revel in the low prices at Coach Outlet Store, thentake in the architecture and atmosphere at Catedral Metropolitana Basilica de San Juan Bautista, and then appreciate the extensive heritage of Old San Juan. Keep things going the next day: skim along the rocks with a canyoning and rapelling tour, thenindulge in some culinary diversions at a local gastronomic tour, and then appreciate the extensive heritage of Sitio Histórico de San Juan.

To find more things to do, other places to visit, ratings, and tourist information, use the San Juan day trip planning site.

Getting from Basseterre to San Juan by flight takes about 4 hours. You'll have a few hours on the 3rd (Thu) to wrap things up before traveling home.

Things to do in San Juan

Historic Sites Tours Neighborhoods
Find places to stay Dec 1 — 3:
Highlights from your plan
Old San Juan ©
Old San Juan
Sitio Histórico de San Juan ©
Sitio Histórico de San Juan
Food Tours

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