5 days in St. Maarten-St. Martin Itinerary

©
Make it your trip
Fly
1
Philipsburg
— 2 nights
Drive
2
Orient Bay
Drive
3
Simpson Bay
— 2 nights
Fly

S M T W T F S
11
12
13
14
15
16
17
18
19
20
21
22
23
24

Philipsburg — 2 nights

Take a trip to Philipsburg, the capital of Sint Maarten, and enjoy dynamic nightlife and great shopping.
Start off your visit on the 17th (Sat): laugh and play at The Rusty Parrot - Sint Maarten Pirate Experience, surround yourself with nature on a nature and wildlife tour, and then look for gifts at Ray's Jewelry International. On your second day here, contemplate the long history of Fort Amsterdam, then see Off-Road Tours, then make a trip to Frontstreet, and finally don't miss a visit to Phillipsburg Sint Maarten.

To find reviews, where to stay, photos, and tourist information, go to the Philipsburg travel route builder tool.

Charlotte, USA to Philipsburg is an approximately 8-hour flight. The time zone difference when traveling from Charlotte to Philipsburg is 1 hour. Plan for warmer temperatures traveling from Charlotte in December, with highs in Philipsburg at 84°F and lows at 76°F. Wrap up your sightseeing by early afternoon on the 19th (Mon) to allow enough time to drive to Orient Bay.
more
Outdoors · Tours · Wildlife · Historic Sites
Find places to stay Dec 17 — 19:
Find places to stay with best proximity to your trip

Orient Bay

Start off your visit on the 19th (Mon): kick back and relax at Orient Bay Beach and then relax and rejuvenate at some of the top local wellness centers.

To find more things to do, reviews, other places to visit, and other tourist information, read Orient Bay road trip planner.

Orient Bay is just a stone's throw from Philipsburg. In December, plan for daily highs up to 85°F, and evening lows to 73°F. Wrap up your sightseeing on the 19th (Mon) to allow time to drive to Simpson Bay.
more
Parks · Outdoors · Beaches · Spas
Side Trip
Find places to stay Dec 19 — 20:
Find places to stay with best proximity to your trip

Simpson Bay — 2 nights

Simpson Bay offers luxury resort living and good access to the main areas of the island.
Start off your visit on the 20th (Tue): take a memorable tour with Tours and then try your luck at Casino Royale. On your second day here, enjoy the sand and surf at Maho Beach, then explore the activities along Mullet Bay Beach, and then pause for some photo ops at Fort Louis.

For where to stay, ratings, photos, and more tourist information, use the Simpson Bay day trip planner.

Simpson Bay is just a short distance from Orient Bay. In December in Simpson Bay, expect temperatures between 84°F during the day and 76°F at night. Finish your sightseeing early on the 21st (Wed) so you can fly back home.
more
Outdoors · Tours · Parks · Casinos
Side Trips
Find places to stay Dec 19 — 21:
Find places to stay with best proximity to your trip

St. Maarten-St. Martin travel guide

4.4
A trip to St. Maarten-St. Martin allows you to discover two separate colonies occupying one small island of just 95 sq km (37 sq mi). Divided between France and the Netherlands, this tiny spit of land in the Caribbean treats visitors to a surprisingly diverse blend of native and European cultures. A tour of St. Maarten-St. Martin reveals a landscape of both urban and untamed areas, with sandy beaches and pristine rainforests often appearing as extensions of one another. The French north of the island offers a string of outstanding restaurants and lively beaches popular with a young party-loving crowd. The Dutch southern section lures visitors with its dynamic bar scene and casinos.
more