58 days in Canada, United States, Mexico, Central America & Caribbean Itinerary

58 days in Canada, United States, Mexico, Central America & Caribbean Itinerary

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58 days in Canada, United States, Mexico, Central America & Caribbean Itinerary

Start: Ilulissat, Greenland
Fly:  30 h
1
Iqaluit, Canada
— 1 night
Fly:  11 h 45 min
2
Montreal, Canada
— 3 nights
Fly + Train:  5 h 45 min
3
Niagara Falls, Canada
— 3 nights
+2
Train + Fly + Bus:  6 h 30 min
4
Quebec City, Canada
— 4 nights
+3
Bus + Fly + Foot + Bus:  8 h 30 min
5
St. John's, Canada
— 2 nights
+2
Bus + Foot + Fly:  4 h 45 min
6
Halifax, Canada
— 3 nights
+2
Bus + Fly + Drive:  8 h
7
Bar Harbor, United States
— 3 nights
Drive:  3 h 30 min
8
Portland, United States
— 3 nights
Bus + Fly:  7 h 45 min
9
New Orleans, United States
— 4 nights
+2
Fly + Foot + Bus:  5 h 45 min
10
Playa del Carmen, Mexico
— 4 nights
+6
Bus + Foot + Fly + Foot + Bus + Foot + Bus:  6 h 45 min
11
Antigua, Guatemala
— 2 nights
Drive:  4 h
12
San Salvador, El Salvador
— 3 nights
Drive + Fly:  2 h
13
Roatan, Honduras
— 3 nights
Fly:  2 h 15 min
14
San Pedro, Belize
— 3 nights
Fly:  8 h
15
Havana, Cuba
— 4 nights
Fly + Drive:  7 h 15 min
16
San Juan, Puerto Rico
— 3 nights
Fly:  9 h
17
La Fortuna de San Carlos, Costa Rica
— 3 nights
+2
Shuttle + Bus + Fly:  8 h 15 min
18
Panama City, Panama
— 3 nights
End: Panama City, Panama

1
night
Iqaluit, Canada

Iqaluit ©
Iqaluit, meaning "place of fish", is the capital of the Canadian territory of Nunavut; its largest community, and its only city. Start off your visit on the 1st (Thu): stroll around Sylvia Grinnell Territorial Park, stroll around Qaummaarviit Territorial Park, then see the interesting displays at Nunatta Sunakkutaangit Museum, and finally make a trip to Rannva.

For where to stay, other places to visit, maps, and other tourist information, read our Iqaluit online tour planner.

Ilulissat, Greenland to Iqaluit is an approximately 30-hour flight. Due to the time zone difference, you'll gain 2 hours traveling from Ilulissat to Iqaluit. In October, daily temperatures in Iqaluit can reach -1°C, while at night they dip to -7°C. You'll set off for Montreal on the 2nd (Fri).

Things to do in Iqaluit

Parks Museums Wildlife
Find places to stay Oct 1 — 2:
Highlights from your plan
Qaummaarviit Territorial Park ©
Qaummaarviit Territorial Park
Sylvia Grinnell Territorial Park ©
Sylvia Grinnell Territorial Park
Nunatta Sunakkutaangit Museum ©
Nunatta Sunakkutaangit Museum

3
nights
Montreal, Canada

Montreal ©
Quebec's economic and cultural capital, Montreal serves as the province's major point of entry, known for its rich history and high standard of living.
Eschew the tourist crowds and head to Laurentian Mountains and Speed Boats Tours. And it doesn't end there: pause for some serene contemplation at Notre-Dame Basilica, take in the spiritual surroundings of Saint Joseph's Oratory of Mount Royal, admire the natural beauty at Montreal Botanical Garden, and appreciate the history behind Cathedrale Christ Church Cathedral.

To find more things to do, other places to visit, ratings, and other tourist information, read our Montreal online road trip planner.

Use the Route module to find suitable travel options from Iqaluit to Montreal. In October, Montreal is much hotter than Iqaluit - with highs of 17°C and lows of 8°C. Cap off your sightseeing on the 5th (Mon) early enough to travel to Niagara Falls.

Things to do in Montreal

Parks Historic Sites Nature
Find places to stay Oct 2 — 5:
Highlights from your plan
Montreal Botanical Garden ©
Montreal Botanical Garden
Notre-Dame Basilica ©
Notre-Dame Basilica
Laurentian Mountains ©
Laurentian Mountains

3
nights
Niagara Falls, Canada

Niagara Falls ©
Indisputably one of the world's most impressive natural sights, Niagara Falls straddle the United States/Canada border, marking the spot at which a thundering river plunges over a major escarpment.
You'll explore the less-touristy side of things at Butterfly Conservatory and Two Sisters Vineyards. Next up on the itinerary: take in the dramatic scenery at Niagara Falls Canada, take in panoramic vistas at Skylon Tower, admire the natural beauty at Botanical Gardens, and have some family-friendly fun at BATL - The Backyard Axe Throwing League.

To find where to stay, traveler tips, other places to visit, and tourist information, read Niagara Falls online tour builder.

Getting from Montreal to Niagara Falls by combination of flight and train takes about 6 hours. Other options: do a combination of flight, ferry, and bus; or drive. Expect a daytime high around 20°C in October, and nighttime lows around 9°C. Finish your sightseeing early on the 8th (Thu) to allow enough time to travel to Quebec City.

Things to do in Niagara Falls

Parks Wildlife Outdoors

Side Trip

Two Sisters Vineyards
Find places to stay Oct 5 — 8:
Highlights from your plan
Niagara Falls Canada ©
Niagara Falls Canada
Butterfly Conservatory ©
Butterfly Conservatory
Niagara Glen Nature Areas ©
Niagara Glen Nature Areas

4
nights
Quebec City, Canada

Quebec City ©
With a World Heritage-listed old town, Quebec City remains a walkable and safe hub of culture, commerce, and education offering a blend of fascinating history and a range of tourist-oriented activities.
Explore hidden gems such as La Citadelle de Quebec and Joan of Arc. There's lots more to do: get to know the fascinating history of Old Quebec, walk around Le Parc du Bois-de-Coulonge, immerse yourself in nature at Parc de la Chute-Montmorency, and get engrossed in the history at Pole Culturel du Monastere des Ursulines.

To see more things to do, maps, traveler tips, and more tourist information, read Quebec City tour itinerary planner.

You can do a combination of train and flight from Niagara Falls to Quebec City in 6.5 hours. Alternatively, you can do a combination of bus, ferry, and flight; or drive. In October, daily temperatures in Quebec City can reach 17°C, while at night they dip to 7°C. Wrap up your sightseeing on the 12th (Mon) early enough to travel to St. John's.

Things to do in Quebec City

Historic Sites Parks Neighborhoods
Find places to stay Oct 8 — 12:
Highlights from your plan
Old Quebec ©
Old Quebec
Parc de la Chute-Montmorency ©
Parc de la Chute-Montmorency
La Citadelle de Quebec ©
La Citadelle de Quebec

2
nights
St. John's, Canada

One of Canada's oldest cities, St.
You'll discover tucked-away gems like Dolphin & Whale Watching and MUN Botanical Garden. Step out of St. John's to go to Bell Island and see Bell Island Community Museum - No. 2 Mine Tour, which is approximately 1h 05 min away. And it doesn't end there: get to know the fascinating history of Signal Hill, brush up on your military savvy at Crows Nest, stop by O'Brien's Music Inc., and explore the activities along Harbourside Park.

To find maps, traveler tips, where to stay, and other tourist information, you can read our St. John's road trip planner.

Getting from Quebec City to St. John's by flight takes about 8.5 hours. Other options: do a combination of train and flight; or do a combination of bus and flight. Traveling from Quebec City to St. John's, you'll lose 1 hour due to the time zone difference. Expect a bit cooler weather when traveling from Quebec City in October: highs in St. John's hover around 13°C, while lows dip to 5°C. Finish your sightseeing early on the 15th (Thu) so you can travel to Halifax.

Things to do in St. John's

Parks Museums Outdoors

Side Trips

Bell Island Community Museum - No. 2 Mine Tour, Dolphin & Whale Watching
Find places to stay Oct 13 — 15:
Highlights from your plan
Dolphin & Whale Watching
Signal Hill ©
Signal Hill
The Rooms ©
The Rooms

3
nights
Halifax, Canada

Halifax ©
The largest city on Canada's eastern coastline, Halifax boast a rich maritime history and occupies a strategically important location with one of the world's greatest natural harbors.
Discover out-of-the-way places like Halifax Waterfront Boardwalk and Maritime Museum of the Atlantic. Step out of Halifax to go to South Maitland and see Fundy Tidal Bore Adventures, which is approximately 1h 05 min away. There's still lots to do: admire the natural beauty at Halifax Public Gardens, appreciate the history behind The Emigrant Statue, brush up on your military savvy at Halifax Citadel National Historic Site of Canada, and stroll the grounds of Old Burying Ground.

To find photos, other places to visit, and more tourist information, read Halifax driving holiday app.

Traveling by flight from St. John's to Halifax takes 5 hours. Alternatively, you can do a combination of car and ferry; or do a combination of bus and ferry. When traveling from St. John's in October, plan for somewhat warmer days in Halifax, with highs around 18°C, while nights are about the same with lows around 8°C. Finish up your sightseeing early on the 18th (Sun) so you can travel to Bar Harbor.

Things to do in Halifax

Historic Sites Museums Parks

Side Trips

Fundy Tidal Bore Adventures, Shubenacadie Canal Waterway
Find places to stay Oct 15 — 18:
Highlights from your plan
Fundy Tidal Bore Adventures ©
Fundy Tidal Bore Adventures
Halifax Waterfront Boardwalk ©
Halifax Waterfront Boardwalk
Halifax Public Gardens ©
Halifax Public Gardens

3
nights
Bar Harbor, United States

Bar Harbor ©
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Eschew the tourist crowds and head to Cadillac Mountain and Cadillac Mountain North Ridge Trail. Next up on the itinerary: look for all kinds of wild species at Shore Path, contemplate in the serene atmosphere at St. Saviour's Church :, take a tour by water with Boat Tours & Water Sports, and hike along Bar Island Trails.

For maps, reviews, more things to do, and other tourist information, you can read our Bar Harbor online trip itinerary builder.

Do a combination of flight and car from Halifax to Bar Harbor in 8 hours. Alternatively, you can drive; or fly. The time zone difference moving from Atlantic Standard Time to Eastern Standard Time is minus 1 hour. October in Bar Harbor sees daily highs of 17°C and lows of 6°C at night. Finish your sightseeing early on the 21st (Wed) to allow enough time to drive to Portland.

Things to do in Bar Harbor

Parks Outdoors Nature

Side Trip

Cadillac Mountain
Find places to stay Oct 18 — 21:
Highlights from your plan
Shore Path ©
Shore Path
Cadillac Mountain ©
Cadillac Mountain
Boat Tours & Water Sports

3
nights
Portland, United States

Portland ©
Maine's biggest and perhaps most vibrant city, Portland was established as a fishing village in 1633 and grew to become New England's largest port.
Explore hidden gems such as Fishing Charters & Tours and Eastern Promenade. There's much more to do: make a trip to Commercial Street, see the interesting displays at Maine Jewish Museum, take in panoramic vistas at Portland Observatory, and sample the fine beverages at Sweetgrass Winery & Distillery Old Port Tasting Room and Shop.

For photos, reviews, maps, and tourist information, refer to the Portland itinerary planner.

You can drive from Bar Harbor to Portland in 3.5 hours. Other options are to take a bus; or do a combination of flight and bus. In October in Portland, expect temperatures between 19°C during the day and 7°C at night. Wrap up your sightseeing on the 24th (Sat) early enough to travel to New Orleans.

Things to do in Portland

Outdoors Museums Parks
Find places to stay Oct 21 — 24:
Highlights from your plan
Eastern Promenade ©
Eastern Promenade
Fishing Charters & Tours

4
nights
New Orleans, United States

Known for its Creole cuisine, rich musical tradition, and nearby swamps and plantations, New Orleans is one of the nation's oldest cities.
Discover out-of-the-way places like Clue Carre - New Orleans' First Live Escape Game and Whitney Plantation. Step out of New Orleans with an excursion to Laura Plantation: Louisiana's Creole Heritage Site in Vacherie--about 1h 05 min away. Next up on the itinerary: learn about all things military at The National WWII Museum, brush up on your knowledge of spirits at Old New Orleans Rum Distillery, see what you can catch with a fishing tour, and appreciate the extensive heritage of French Quarter.

To see traveler tips, where to stay, photos, and other tourist information, read New Orleans trip planner.

You can fly from Portland to New Orleans in 8 hours. Other options are to do a combination of bus and flight; or drive. Traveling from Portland to New Orleans, you'll gain 1 hour due to the time zone difference. Traveling from Portland in October, expect much warmer with lows of 22°C in New Orleans. Finish your sightseeing early on the 28th (Wed) to allow enough time to travel to Playa del Carmen.

Things to do in New Orleans

Tours Historic Sites Museums

Side Trips

Laura Plantation: Louisiana's Creole Heritage Site, Whitney Plantation
Find places to stay Oct 24 — 28:
Highlights from your plan
Fishing Charters & Tours
The National WWII Museum ©
The National WWII Museum

4
nights
Playa del Carmen, Mexico

Playa del Carmen ©
The tourist hub of the popular Mayan Riviera, upscale Playa del Carmen remains the jewel of Mexico's Caribbean coastline.
Explore hidden gems such as Off-Road Tours and Nuestra Senora del Carmen Catholic Church. There's still lots to do: get in on the family fun at Xcaret, cross one thing off your bucket list with a skydiving experience, see some colorful creatures with a scuba or snorkeling tour, and indulge in some personalized pampering at some of the best spas.

Plan a trip to Playa del Carmen easily and quickly by telling Inspirock to suggest an itinerary.

Traveling by flight from New Orleans to Playa del Carmen takes 6 hours. Alternatively, you can do a combination of flight and ferry; or drive. The time zone difference moving from Central Standard Time (CST) to Eastern Standard Time (EST) is 1 hour. Expect somewhat warmer weather when traveling from New Orleans in October: highs in Playa del Carmen hover around 34°C, while lows dip to 25°C. Wrap up your sightseeing on the 1st (Sun) to allow time to travel to Antigua.

Things to do in Playa del Carmen

Tours Outdoors Wildlife
Find places to stay Oct 28 — Nov 1:
Highlights from your plan
Xcaret ©
Xcaret
Off-Road Tours
Skydiving

2
nights
Antigua, Guatemala

Antigua ©
The former capital of Guatemala and a World Heritage Site, Antigua retains its colonial charm and remains one of the most visited destinations in the country.
Step off the beaten path and head to Arco de Santa Catalina and Casa Santo Domingo Museums. And it doesn't end there: take in the architecture and atmosphere at Iglesia de La Merced, stop by Jade Maya - The Original Jade factory and Museum, explore the ancient world of Convento Santa Clara, and soothe aching muscles at some of the top local wellness centers.

To find more things to do, traveler tips, and tourist information, read our Antigua route builder.

Getting from Playa del Carmen to Antigua by combination of flight and bus takes about 7 hours. Other options: do a combination of ferry, flight, and bus; or drive. The time zone changes from Eastern Standard Time to Central Standard Time, which is usually a -1 hour difference. Traveling from Playa del Carmen in November, expect Antigua to be slightly colder, temps between 27°C and 17°C. Finish your sightseeing early on the 4th (Wed) to allow enough time to drive to San Salvador.

Things to do in Antigua

Museums Historic Sites Shopping
Find places to stay Nov 1 — 4:
Highlights from your plan
Casa Santo Domingo Museums ©
Casa Santo Domingo Museums
Arco de Santa Catalina ©
Arco de Santa Catalina
Iglesia de La Merced ©
Iglesia de La Merced

3
nights
San Salvador, El Salvador

San Salvador
The country's capital, San Salvador sits in a scenic position surrounded by impressive volcanoes.
Change things up with a short trip to Furesa Fundacion Refugio Salvaje in La Libertad (about 48 minutes away). There's still lots to do: identify plant and animal life at Cinquera Rain Forest Park, take in the spiritual surroundings of Hospital Divina Providencia Chapel, explore the engaging exhibits at Tin Marin Children's Museum, and examine the collection at Monseñor Romero Center.

For more things to do, photos, where to stay, and more tourist information, use the San Salvador trip site.

Getting from Antigua to San Salvador by car takes about 4 hours. Other options: take a shuttle; or do a combination of bus and flight. Traveling from Antigua in November, expect San Salvador to be a bit warmer, temps between 35°C and 22°C. Finish up your sightseeing early on the 7th (Sat) so you can travel to Roatan.

Things to do in San Salvador

Historic Sites Parks Wildlife

Side Trip

Furesa Fundacion Refugio Salvaje
Find places to stay Nov 4 — 7:
Highlights from your plan
Joya de Ceren Archaeological Park
Joya de Ceren Archaeological Park
Cinquera Rain Forest Park ©
Cinquera Rain Forest Park
Iglesia El Rosario ©
Iglesia El Rosario

3
nights
Roatan, Honduras

Roatan ©
The largest of the Bay Islands, Roatan is the most developed and the most popular among its neighbors.
Explore hidden gems such as West Bay Beach and Gumbalimba Park. There's lots more to do: whizz through the canopy at categoryPhrases.alias.some_of_the_top_local_zipline_courses_and_adventure_parks, identify plant and animal life at Blue Island Divers, enjoy breathtaking views from El Faro, and browse the different shops at Diamonds International.

Inspirock's itinerary builder makes planning a Roatan trip simple and quick.

Getting from San Salvador to Roatan by combination of car and flight takes about 2 hours. Other options: do a combination of bus and ferry; or do a combination of bus and ferry. Expect a daytime high around 34°C in November, and nighttime lows around 25°C. Finish up your sightseeing early on the 10th (Tue) so you can catch the flight to San Pedro.

Things to do in Roatan

Outdoors Tours Parks
Find places to stay Nov 7 — 10:
Highlights from your plan
Blue Island Divers ©
Blue Island Divers
West Bay Beach ©
West Bay Beach
Zipline

3
nights
San Pedro, Belize

San Pedro ©
San Pedro evolved from small fishing village and now represents one of the most visited locations in Belize.
Step off the beaten path and head to Shark Ray Alley and Spas. And it doesn't end there: see the vivid underwater world at Hol Chan Marine Reserve, tour the pleasant surroundings at Mexico Rocks, take in the exciting artwork at Belizean Arts, and look for gifts at 12 Belize.

To find more things to do, where to stay, reviews, and more tourist information, use the San Pedro trip itinerary maker site.

Getting from Roatan to San Pedro by flight takes about 2.5 hours. Other options: do a combination of ferry and bus. In November, plan for daily highs up to 34°C, and evening lows to 26°C. Wrap up your sightseeing by early afternoon on the 13th (Fri) to allow enough time to travel to Havana.

Things to do in San Pedro

Parks Wildlife Spas

Side Trip

Ambergris Caye
Find places to stay Nov 10 — 13:
Highlights from your plan
Shark Ray Alley ©
Shark Ray Alley
Hol Chan Marine Reserve ©
Hol Chan Marine Reserve
Spas

4
nights
Havana, Cuba

Cuba's capital and major commercial center, Havana manages to be very old and very modern at the same time.
You'll discover tucked-away gems like Photography Tours and Plaza de San Francisco. There's lots more to do: surround yourself with nature on a nature and wildlife tour, get engrossed in the history at Museum of the Revolution (Museo de la Revolucion), walk around Central Park, and steep yourself in history at Finca Vigía.

To find other places to visit, reviews, ratings, and tourist information, you can read our Havana trip planner.

You can fly from San Pedro to Havana in 8 hours. Alternatively, you can do a combination of ferry and flight; or do a combination of shuttle and flight. The time zone difference when traveling from San Pedro to Havana is 1 hour. Traveling from San Pedro in November, you can expect nighttime temperatures to be a bit cooler in Havana, with lows of 21°C. Finish your sightseeing early on the 17th (Tue) so you can travel to San Juan.

Things to do in Havana

Tours Museums Historic Sites
Find places to stay Nov 13 — 17:
Highlights from your plan
Photography Tours
Nature & Wildlife Tours
Malecón of Havana ©
Malecón of Havana

3
nights
San Juan, Puerto Rico

San Juan ©
Founded by the Spanish in 1521, San Juan is the oldest city under U.S.
Explore hidden gems such as Paseo de la Princesa and La Puerta de San Juan. There's much more to do: explore the different monuments and memorials at Santa Maria Magdalena de Pazzis Cemetery, don't miss a visit to Calle San Sebastian, try your luck at Old San Juan Casino, and appreciate the extensive heritage of La Muralla.

To see reviews, traveler tips, other places to visit, and more tourist information, use the San Juan travel site.

You can do a combination of flight and car from Havana to San Juan in 7.5 hours. Another option is to fly. Due to the time zone difference, you'll lose 1 hour traveling from Havana to San Juan. Traveling from Havana in November, you can expect nighttime temperatures to be a bit warmer in San Juan, with lows of 28°C. Finish your sightseeing early on the 20th (Fri) to allow enough time to travel to La Fortuna de San Carlos.

Things to do in San Juan

Historic Sites Parks Fun & Games
Find places to stay Nov 17 — 20:
Highlights from your plan
Paseo de la Princesa ©
Paseo de la Princesa
Santa Maria Magdalena de Pazzis Cemetery ©
La Puerta de San Juan ©
La Puerta de San Juan

3
nights
La Fortuna de San Carlos, Costa Rica

Set against the backdrop of the imposing Arenal Volcano, La Fortuna de San Carlos offers visitors a chance to explore diverse natural landscapes and sample some delicious local produce.
Step off the beaten path and head to River Rafting & Tubing and Senderos Los Tucanes. The adventure continues: take a memorable tour with Tours, tour the pleasant surroundings at Bogarin Trail, get engrossed in the history at ChocoMuseo La Fortuna, and take in the natural beauty of Paradise Hot Springs.

To find where to stay, reviews, photos, and other tourist information, you can read our La Fortuna de San Carlos trip planner.

You can fly from San Juan to La Fortuna de San Carlos in 9 hours. Alternatively, you can do a combination of flight and shuttle; or do a combination of flight and car. You'll gain 2 hours traveling from San Juan to La Fortuna de San Carlos due to the time zone difference. Wrap up your sightseeing by early afternoon on the 23rd (Mon) to allow time for travel to Panama City.

Things to do in La Fortuna de San Carlos

Tours Outdoors Parks
Find places to stay Nov 20 — 23:
Highlights from your plan
River Rafting & Tubing
Canyoning & Rappelling Tours
Paradise Hot Springs ©
Paradise Hot Springs

3
nights
Panama City, Panama

Arguably the most modern of Central American cities, Panama City boasts a shimmering skyline of glass skyscrapers.
Discover out-of-the-way places like Biomuseo and Dolphin & Whale Watching. There's still lots to do: make a trip to Panama Canal, pause for some serene contemplation at El Arco Chato, get engrossed in the history at Museo del Canal Interoceanico de Panama, and see the world from above with a helicopter tour.

To find where to stay, reviews, other places to visit, and tourist information, go to the Panama City trip planning app.

Traveling by combination of shuttle and flight from La Fortuna de San Carlos to Panama City takes 8.5 hours. Alternatively, you can do a combination of car and flight; or drive. You'll lose 1 hour traveling from La Fortuna de San Carlos to Panama City due to the time zone difference. In November, plan for daily highs up to 35°C, and evening lows to 28°C. Finish your sightseeing early on the 26th (Thu) so you can travel back home.

Things to do in Panama City

Tours Wildlife Outdoors
Find places to stay Nov 23 — 26:
Highlights from your plan
Dolphin & Whale Watching
Panama Canal ©
Panama Canal
Biomuseo ©
Biomuseo

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