11 days in Sint Maarten, St. Barthelemy & Anguilla Itinerary

Created using Klarna Trips Caribbean trip planner
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Simpson Bay, St. Maarten-St. Martin
— 2 nights
St. Jean, St. Barthelemy
— 3 nights
Ferry to Marigot, Saint Martin, Foot to St. Martin, Ferry to Anguilla, Taxi to Shoal Bay Village
Shoal Bay Village, Anguilla
— 4 nights
Drive to Clayton J Lloyd International Airport, Fly to Toronto


Simpson Bay, St. Maarten-St. Martin — 2 nights

Start off your visit on the 20th (Thu): race across the water with a speed boat tour and then stroll through Orient Bay Beach. Get ready for a full day of sightseeing on the next day: don't miss a visit to Frontstreet, then surround yourself with nature on a nature and wildlife tour, then explore the activities along Mullet Bay Beach, and finally tour the pleasant surroundings at Maho Beach.

For reviews, maps, traveler tips, and more tourist information, use the Simpson Bay route planner.

North Caicos, Turks and Caicos to Simpson Bay is an approximately 16-hour travel. Traveling from North Caicos to Simpson Bay, you'll lose 1 hour due to the time zone difference. In July in Simpson Bay, expect temperatures between 36°C during the day and 30°C at night. Wrap up your sightseeing by early afternoon on the 22nd (Sat) to allow enough time to ride a ferry to St. Jean.
Outdoors · Tours · Beaches · Parks
Side Trips
Find places to stay Jul 19 — 22:

St. Jean, St. Barthelemy — 3 nights

St. Jean is known for parks and shopping. Your trip includes some of its best attractions: tour the pleasant surroundings at St. Jean Beach, shop like a local with Sea Spice, enjoy the sand and surf at Shell Beach, and see some colorful creatures with a scuba or snorkeling tour.

To see ratings, more things to do, and tourist information, refer to the St. Jean trip maker tool.

Traveling by ferry from Simpson Bay to St. Jean takes 1.5 hours. Alternatively, you can fly. Finish your sightseeing early on the 25th (Tue) so you can travel to Shoal Bay Village.
Outdoors · Parks · Beaches · Shopping
Side Trips
Find places to stay Jul 22 — 25:

Shoal Bay Village, Anguilla — 4 nights

Get out of town with these interesting Shoal Bay Village side-trips: Maundays Bay (in West End Village) and Sandy Island (in Sandy Ground).

Plan my day in Shoal Bay Village using traveler tips and tourist information provided by Klarna Trips.

Do a combination of ferry and taxi from St. Jean to Shoal Bay Village in 3 hours. Alternatively, you can do a combination of ferry, car, and flight; or do a combination of flight, shuttle, ferry, and taxi. Expect a daytime high around 36°C in July, and nighttime lows around 30°C. Finish your sightseeing early on the 29th (Sat) so you can travel back home.
Parks · Outdoors · Beaches · Nature
Side Trips
Find places to stay Jul 25 — 29:

Sint Maarten travel guide

Plan a holiday on Sint Maarten and enjoy its sprawling resorts, picturesque beaches, and a variety of entertainment facilities. The tropical Dutch constituency shares a tiny Caribbean island with the similarly named Saint Martin, a French administrative division. Although divided, the island has no border control, so tourists can freely cross between the two destinations. Besides lazing on the sand, you'll find plenty of other things to do on Sint Maarten, well known for its duty-free shopping, glitzy casinos, and vivacious nightlife.

St. Barthelemy travel guide

Nature & Parks · Scuba & Snorkeling · Shopping
St. Barts
The volcanic island of St. Barthelemy has become a popular holiday destination for the rich and famous. It doesn't take a large leap of the imagination to see why, with the towering mountainous backdrop, green hills, and waters protected by a coral reef. The beaches offer ample room for lazing under the sun, while the calm waters offer rich marine environments, easily accessible on dives or snorkeling trips. A St. Barthelemy vacation can work to a budget more modest than a millionaire's too, with good deal available during off season.

Anguilla travel guide

Nature & Parks · Islands · Swim with Dolphins
A peaceful set of islands with a pristine, bespoke tourism infrastructure, Anguilla offers a restful vacation for beach-lovers, honeymooners, and diving enthusiasts. A scattering of historic attractions in Anguilla stand as testament to the native and colonial histories of the set of paradisal islands, but the focus here lies much more on coastlines rather than timelines. The beaches of Anguilla remain relatively untouched, allowing the scenery to speak for itself. However, this is no back-to-basics place, with whatever tourist developments there are being made to luxury standards, and priced accordingly.