8 days in Caribbean Itinerary

8 days in Caribbean Itinerary

Created using Inspirock holiday planner

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Make it your trip
Fly
1
Windwardside, Saba
— 1 night
Ferry
2
St. Jean, St. Barthelemy
— 1 night
+2
Ferry to Marigot, Saint Martin, Foot to St. Martin, Ferry to Shoal Bay Village
3
Shoal Bay Village, Anguilla
— 2 nights
Ferry to Sint Maarten, Fly to Virgin Gorda
4
Virgin Gorda, British Virgin Islands
— 1 night
Ferry to Beef Island, Fly to Soufriere
5
Soufriere, St. Lucia
— 2 nights
Fly

S M T W T F S
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Windwardside, Saba

— 1 night
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. Kick off your visit on the 23rd (Mon): take in the awesome beauty at Mount Scenery and then explore the activities along Saba National Marine Park.

To find more things to do, where to stay, ratings, and more tourist information, use the Windwardside journey builder app.

Denver, USA to Windwardside is an approximately 17.5-hour flight. You can also do a combination of flight and car. The time zone changes from Mountain Standard Time (MST) to Atlantic Standard Time (AST), which is usually a 3 hour difference. When traveling from Denver in August, plan for slightly colder days and a bit warmer nights in Windwardside: temperatures range from 79°F by day to 75°F at night. Finish your sightseeing early on the 23rd (Mon) so you can ride a ferry to St. Jean.

Things to do in Windwardside

Parks · Nature · Wildlife

Side Trip

St. Jean, St. Barthelemy

— 1 night
Kick off your visit on the 24th (Tue): stroll through St. Jean Beach and then tour the pleasant surroundings at Colombier Beach.

To find reviews, other places to visit, photos, and tourist information, you can read our St. Jean driving holiday planner.

Getting from Windwardside to St. Jean by ferry takes about 3.5 hours. Other options: fly. Finish your sightseeing early on the 24th (Tue) to allow enough time to travel to Shoal Bay Village.

Things to do in St. Jean

Parks · Beaches · Outdoors

Side Trip

Shoal Bay Village, Anguilla

— 2 nights
Kick off your visit on the 25th (Wed): stroll through Meads Bay, get close to the beloved marine mammals with Dolphin Discovery Anguilla, and then tour the pleasant surroundings at Rendezvous Bay Beach. Get ready for a full day of sightseeing on the 26th (Thu): explore the activities along Maundays Bay, relax and rejuvenate at Malakh Day Spa, and then tour the pleasant surroundings at Shoal Bay.

To find where to stay, traveler tips, more things to do, and more tourist information, read Shoal Bay Village online trip itinerary planner.

Ride a ferry 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, and ferry. Expect a daytime high around 89°F in August, and nighttime lows around 79°F. Wrap up your sightseeing on the 26th (Thu) early enough to travel to Virgin Gorda.

Things to do in Shoal Bay Village

Parks · Outdoors · Beaches · Tours

Side Trips

Virgin Gorda, British Virgin Islands

— 1 night
Thankfully lacking some of the commercialism of other islands nearby, Virgin Gorda offers a relaxing place to holiday, and maintains a feeling of intimacy despite its reputation as an exclusive destination.
On the 27th (Fri), enjoy the sand and surf at Spring Bay and then make a trip to The Baths.

To find maps, photos, reviews, and other tourist information, read Virgin Gorda travel route planner.

You can do a combination of ferry and flight from Shoal Bay Village to Virgin Gorda in 4 hours. Another option is to fly. In August, daily temperatures in Virgin Gorda can reach 89°F, while at night they dip to 80°F. Finish your sightseeing early on the 27th (Fri) to allow enough time to travel to Soufriere.

Things to do in Virgin Gorda

Beaches · Parks · Outdoors · Nature
Highlights from your trip

Soufriere, St. Lucia

— 2 nights
Home to some of Saint Lucia's landmark buildings and natural features, Soufriere provides travelers with an engaging and direct route into the center of island life.
Kick off your visit on the 28th (Sat): take in the natural beauty of Sulphur Springs and then get up close to creatures of the deep with a dolphin and whale watching tour.

To see photos, maps, other places to visit, and more tourist information, refer to the Soufriere online road trip planner.

You can do a combination of ferry and flight from Virgin Gorda to Soufriere in 7.5 hours. Alternatively, you can do a combination of ferry and flight. In August, plan for daily highs up to 88°F, and evening lows to 79°F. Finish your sightseeing early on the 29th (Sun) to allow enough time to fly back home.

Things to do in Soufriere

Tours · Parks · Outdoors · Wildlife

Saba travel guide

4.6
Mountains · Bodies of Water · Museums
Tiny Saba encompasses just 13 sq km (5 sq mi), yet it represents one of the world's top scuba diving destinations. A trip to Saba takes you to an overseas dominion of the Netherlands, which houses fewer than 2,000 permanent residents and hundreds of species of native wildlife. In addition to 200 types of fish and 60 bird species, the island shelters at least nine different kinds of wild orchids. Visitors spot these fragile flowers everywhere they go during their Saba vacation, as they grow next to hiking paths and alongside the island's main road. To see what treasures the surrounding waters hide, bring your diving gear and head to the nearest beach.

St. Barthelemy travel guide

4.2
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

4.1
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.

British Virgin Islands travel guide

4.4
Geologic Formations · Bodies of Water · Beaches
Escape from civilization and take a trip to British Virgin Islands, a collection of 60 small islands and cays in the Virgin Islands archipelago. Although British territory, the island is not noticeably British, offering a quiet and serene vibe that lives on despite a major tourism boom. With most of its islets uninhabited, British Virgin Islands remain a paradise for sailing, snorkeling, lazing on a deserted beach, and exploring sleepy seaside villages.

St. Lucia travel guide

4.1
Hot Springs · Bodies of Water · Tourist Spots
The island of St. Lucia is hailed for its scenic landscape of tall mountains, forested hills, and fertile valleys sprinkled with banana plantations. The island's dramatic scenery is most renowned for the Pitons, two volcanic spires that rise from the ocean floor. Whether you're visiting the island as part of a cruise, a romantic honeymoon, or looking for adventure, a St. Lucia vacation offers something for everyone. Discover the island's hidden beaches and coves, go climbing or hiking, and enjoy the picturesque views and tropical weather.