60 days in United States, Caribbean & South Pacific Itinerary
Created using Inspirock trip planner
Start: Calgary, Canada
Fly
1
Dallas, United States
— 7 nights
Fly
2
Simpson Bay, St. Maarten-St. Martin
— 7 nights
Fly
3
Saint Francois, Guadeloupe
— 6 nights
Ferry
4
Iles des Saintes, Guadeloupe
— 4 nights
Ferry to Trois-Rivieres, Drive to Bouillante
5
Bouillante, Guadeloupe
— 5 nights
Fly
6
St. George's, Grenada
— 7 nights
Fly
7
Wellington, New Zealand
— 8 nights
Fly
8
Port Arthur, Australia
— 6 nights
Drive
9
Hobart, Australia
— 7 nights
Fly
End: Calgary, Canada
Sun, Jan 1 - Wed, Mar 1
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Dallas, United States — 7 nights

Big D
One of the country's most popular shopping destinations, Dallas and its sprawling suburbs include more shopping centers per capita than any other urban center in America.Get out of town with these interesting Dallas side-trips: Fort Worth (Texas Cowboy Hall of Fame, Fort Worth Stockyards National Historic District, &more), Waco (Waco Mammoth National Monument & Magnolia Market Silos) and Historic Downtown McKinney (in McKinney). There's lots more to do: examine the collection at The Sixth Floor Museum at Dealey Plaza, stroll around Klyde Warren Park, take some stellar pictures from Reunion Tower, and observe the fascinating underwater world at The Dallas World Aquarium.
To find maps, reviews, where to stay, and more tourist information, go to the Dallas trip itinerary planner.
Calgary, Canada to Dallas is an approximately 7-hour flight. You can also drive; or do a combination of bus and train. Due to the time zone difference, you'll lose 1 hour traveling from Calgary to Dallas. Prepare for much warmer weather when traveling from Calgary in January: high temperatures in Dallas hover around 16°C and lows are around 3°C. You'll have a few hours on the 8th (Sun) to wrap things up before traveling to Simpson Bay.
Side Trips
Fort Worth, Waco, Grapevine Glockenspiel Clock Tower, Historic Downtown McKinney, Immersive Gamebox - Grandscape, The Colony
Find places to stay Jan 1 — 8:
Simpson Bay, St. Maarten-St. Martin — 7 nights

Simpson Bay offers luxury resort living and good access to the main areas of the island.Change things up with a short trip to Oyster Pond in Oyster Pond (about 34 minutes away). There's still lots to do: kick back and relax at Orient Bay Beach, stroll through Great Bay Beach, look for all kinds of wild species at Wildlife Areas, and take a memorable tour with Tours.
To see photos, maps, traveler tips, and more tourist information, you can read our Simpson Bay vacation planning tool.
You can fly from Dallas to Simpson Bay in 10 hours. The time zone difference when traveling from Dallas to Simpson Bay is 2 hours. Traveling from Dallas in January, things will get much hotter in Simpson Bay: highs are around 33°C and lows about 28°C. Finish up your sightseeing early on the 15th (Sun) so you can catch the flight to Saint Francois.
Side Trips
Find places to stay Jan 8 — 15:
Highlights from your trip
Saint Francois, Guadeloupe — 6 nights
A modern seaside resort town, Saint Francois attracts visitors with its well-preserved landscape and coastline, along with its large number of luxury hotels.Explore the numerous day-trip ideas around Saint Francois: Ilet du Gosier (in Le Gosier) and Anse du Souffleur (in Port-Louis). There's still lots to do: appreciate the extensive heritage of Pointe des Chateaux, tour the pleasant surroundings at Plage des Raisins Clairs, enjoy the sand and surf at Anse a la Gourde, and take in the dramatic natural features at Porte d'Enfer.
To find photos, where to stay, maps, and more tourist information, you can read our Saint Francois trip planner.
Getting from Simpson Bay to Saint Francois by flight takes about 3 hours. Traveling from Simpson Bay in January, expect little chillier with lows of 24°C in Saint Francois. Finish your sightseeing early on the 21st (Sat) so you can ride a ferry to Iles des Saintes.
Side Trips
Find places to stay Jan 15 — 21:
Highlights from your trip
Iles des Saintes, Guadeloupe — 4 nights

Les Saintes
Iles des Saintes, a small archipelago of eight islands, remains largely unblemished by touristic developments, offering instead a serene and natural introduction to island life.Change things up with these side-trips from Iles des Saintes: Saint-Claude (Chute du Galion & La Soufriere Volcano), Carbet Falls (Les Chutes du Carbet) (in Parc National) and Bassin Paradise (in Capesterre-Belle-Eau). Next up on the itinerary: step off the mainland to explore Les Saintes, see some colorful creatures with Pisquettes Plongee, and don't miss a visit to Notre-Dame-de-l' Assomption Church.
For maps, reviews, traveler tips, and more tourist information, go to the Iles des Saintes trip itinerary builder app.
Ride a ferry from Saint Francois to Iles des Saintes in 3 hours. In January, daily temperatures in Iles des Saintes can reach 34°C, while at night they dip to 24°C. Finish your sightseeing early on the 25th (Wed) so you can travel to Bouillante.
Side Trips
Find places to stay Jan 21 — 25:
Highlights from your trip
Bouillante, Guadeloupe — 5 nights

Bouillante is a commune in the French overseas region and department of Guadeloupe, in the Lesser Antilles.HistoryBouillante was founded about 1635 with the arrival of some of Guadeloupe's first colonists. You'll find plenty of places to visit near Bouillante: Room Escape Games (in Baie-Mahault), Cascade aux Ecrevisses (in Parc National) and Deshaies (Plage de Grande Anse & Jardin Botanique de Deshaies). And it doesn't end there: learn about wildlife with up-close encounters at Zoo De Guadeloupe Au Parc Des Mamelles, indulge in some personalized pampering at Le Spa du Parc aux Orchidees, enjoy the sand and surf at Plage de Malendure, and stroll through Plage de la Perle.
To see more things to do, ratings, where to stay, and other tourist information, you can read our Bouillante day trip planning tool.
You can do a combination of ferry and car from Iles des Saintes to Bouillante in 2 hours. Another option is to do a combination of ferry and bus. Expect a daytime high around 34°C in January, and nighttime lows around 24°C. Finish up your sightseeing early on the 30th (Mon) so you can catch the flight to St. George's.
more
To see more things to do, ratings, where to stay, and other tourist information, you can read our Bouillante day trip planning tool.
You can do a combination of ferry and car from Iles des Saintes to Bouillante in 2 hours. Another option is to do a combination of ferry and bus. Expect a daytime high around 34°C in January, and nighttime lows around 24°C. Finish up your sightseeing early on the 30th (Mon) so you can catch the flight to St. George's.
Side Trips
Find places to stay Jan 25 — 30:
Highlights from your trip
St. George's, Grenada — 7 nights

The capital of the Island of Spice, St.St. George's is known for historic sites, museums, and wildlife. Your trip includes some of its best attractions: enjoy the sand and surf at Grand Anse Beach, admire the sheer force of Annandale Falls, brush up on your knowledge of spirits at River Antoine Estate Rum Distillery, and appreciate the extensive heritage of Carenage.
For traveler tips, maps, photos, and other tourist information, use the St. George's road trip planning tool.
You can fly from Bouillante to St. George's in 8 hours. Expect a daytime high around 34°C in January, and nighttime lows around 27°C. Finish up your sightseeing early on the 6th (Mon) so you can catch the flight to Wellington.
Side Trips
Grenada, Grand Anse, Grand Etang National Park, La Sagesse Nature Center, Palm Tree Gardens Botanical Garden
Find places to stay Jan 30 — Feb 6:
Highlights from your trip
Wellington, New Zealand — 8 nights

Harbour Capital
Wellington, the world's southernmost capital city and New Zealand's second most populous urban area, combines the nation's rugged history and nature with its modern and cosmopolitan present.You'll find plenty of places to visit near Wellington: Southward Car Museum (in Paraparaumu), Hemi Matenga Memorial Park Scenic Reserve (in Waikanae) and Martinborough (Peonies Home and Living, Martinborough Wine Tours, &more). And it doesn't end there: see the interesting displays at Museum of New Zealand Te Papa Tongarewa, get to know the resident critters at Wellington Zoo, get great views at Mount Victoria, and contemplate the waterfront views at Marlborough Sounds.
For more things to do, photos, reviews, and other tourist information, read Wellington journey site.
Getting from St. George's to Wellington by flight takes about 35 hours. The time zone difference when traveling from St. George's to Wellington is 16 hours. Plan for slightly colder temperatures traveling from St. George's in February, with highs in Wellington at 24°C and lows at 17°C. Finish your sightseeing early on the 16th (Thu) to allow enough time to fly to Port Arthur.
Side Trips
Martinborough, Kapiti Island, Mount Stokes, Southward Car Museum, Hemi Matenga Memorial Park Scenic Reserve
Find places to stay Feb 8 — 16:
Highlights from your trip
Port Arthur, Australia — 6 nights

Surrounded by shark-infested waters and connected to the mainland by a narrow isthmus of land, Port Arthur ranks among Australia's top historical sites and heritage areas.When in Port Arthur, make a side trip to see Waterfall Bay in Eaglehawk Neck, approximately Eaglehawk Neck away. Next up on the itinerary: get engrossed in the history at Port Arthur Historic Site, get up close to creatures of the deep with Wild Ocean Tasmania, admire the striking features of The Penitentiary, and steep yourself in history at Australian Convict Sites.
For ratings, more things to do, reviews, and more tourist information, you can read our Port Arthur trip itinerary builder website.
You can fly from Wellington to Port Arthur in 9.5 hours. The time zone changes from New Zealand Standard Time to Australian Eastern Standard Time, which is usually a -2 hour difference. Traveling from Wellington in February, plan for slightly colder nights in Port Arthur, with lows around 14°C. Finish your sightseeing early on the 22nd (Wed) so you can drive to Hobart.
Side Trips
Find places to stay Feb 16 — 22:
Highlights from your trip
Hobart, Australia — 7 nights

Tasmania's Capital City
Snaking up the side of a rounded, tree-dotted hill, Hobart sits between Tasmania’s sprawling mountains and the vast estuary of the River Derwent.When in Hobart, make a side trip to see Raptor Refuge in Kettering, approximately Kettering away. On the 1st (Wed), give your taste buds a day to remember with a local gastronomic tour. And it doesn't end there: take in the awesome beauty at Mount Wellington, engage your brain at Tasmanian Museum and Art Gallery, steep yourself in history at Cascades Female Factory Historic Site, and admire the natural beauty at Royal Tasmanian Botanical Gardens.
To find other places to visit, ratings, traveler tips, and other tourist information, go to the Hobart route planner.
Drive from Port Arthur to Hobart in 1.5 hours. Alternatively, you can take a bus. Expect a daytime high around 26°C in February, and nighttime lows around 14°C. Finish your sightseeing early on the 1st (Wed) to allow enough time to fly back home.
Side Trip
Find places to stay Feb 22 — Mar 1:
Highlights from your trip
United States travel guide
More than the country of car-packed streets seen in TV shows and movies, the United States of America is a complex and diverse home to over 300 million people living in a wide range of landscapes and climates. From its big-city skyscrapers to its sprawling natural parks, the country's ''melting pot'' combines many ethnic groups that share a strong sense of national identity despite their cultural differences. A country of road trips and big blue skies, the United States harbors orderly cities filled with restaurants, parks, museums, and innumerable sightseeing opportunities, as well as pristine natural areas perfect for a holiday in the great outdoors. To see as much as you can of this diverse land quickly, drive over some of the more than 6 million km (4 million mi) of highways leading through deserts, mountain peaks, fertile fields, and giant urban centers.
St. Maarten-St. Martin travel guide
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.
Guadeloupe travel guide
Butterfly Island
Experience a lively mixture of French and Afro-Caribbean culture on your Guadeloupe vacation. The archipelago consists of two main islands connected by bridges spanning a mangrove swamp, and a number of smaller islands to the south. The island of Grande Terre is mostly flat and arid, offering numerous scenic beaches and lively small towns, while Basse Terre features verdant jungles and mountainous terrain, crowned by a tall volcano. On a tour of Guadeloupe, you can enjoy a variety of beach activities, partake in hiking through a national park, and bask in the vibrant atmosphere of charming towns and villages.
Grenada travel guide
Island of Spice
The fertile and lively island nation of Grenada allows for itineraries both adventurous and serene. The main island and six smaller ones offer unspoiled interior landscapes of lush vegetation, impressive waterfalls, and winding rivers, explorable on a number of ecotourism experiences, such as rafting, hiking, and climbing. The coastal areas provide long stretches of golden sand, backed by large and popular resorts, while the humble urban areas have become particularly well-known for their atmospheric eateries, serving local cuisine using produce from the Island of Spice. One of the main things to do in Grenada has to be marine exploration, with dive sites offshore representing some of the most abundant in the region, with impressive coral formations providing home for a schools of tropical fish.